Thiocarboxylic esters and fungicides containing them

ABSTRACT

Thiocarboxylic esters of the formula I ##STR1## where the substituents have the following meanings: X is oxygen, sulfur, oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene or ethynylene, 
     Y, Z are each sulfur or oxygen, but Y and Z are not simultaneously oxygen, 
     R is alkyl, mononuclear, dinuclear or trinuclear aryl or hetaryl, where aryl and hetaryl may be substituted, 
     and fungicidal agents containing these compounds.

The present invention relates to novel thiocarboxylic esters of thegeneral formula I ##STR2## where X is oxygen, sulfur, oxymethylene,methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene orethynylene, Y and Z are each sulfur or oxygen, but Y and Z are notsimultaneously oxygen, and R is C₁ -C₆ -alkyl, mononuclear, dinuclear ortrinuclear aryl or hetaryl, where aryl and hetaryl may carry thefollowing radicals R¹ : halogen, cyano, nitro, C₁ -C₆ -alkyl, C₃ -C₆-cycloalkyl, C₁ -C₆ -alkoxy, trifluoromethyl, mononuclear or dinucleararyloxy or mononuclear, dinuclear or trinuclear aryl, and aryloxy andaryl in turn may be substituted by the stated radicals R¹.

The present invention furthermore relates to a process for thepreparation of these compounds, fungicides containing these compoundsand a method for controlling fungi with the aid of these compounds orthese fungicides.

Fungicides having a phenylglyoxylic acid oxime structure are disclosedin EP-A1-253 213, EP-A2-254 426 and EP-A2-299 694. Many of the compoundsdescribed in the stated publications have an unsatisfactory fungicidalaction.

It is an object of the present invention to provide fungicides having abetter action.

We have found that this object is achieved by the thiocarboxylic estersI defined at the outset.

Preferred thiocarboxylic esters I are those in which the substituentshave the following meanings: X is methyleneoxy, methylenethio,oxymethylene, thiomethylene, ethylene, ethenylene or ethynylene and R ismethyl, ethyl, n-propyl, isopropyl, n-butyl, iso-butyl, sec-butyl,tert-butyl, C₆ -C₁₄ -aryl (such as phenyl, 1-naphthyl, 2-naphthyl orphenanthryl), five-membered or six-membered heteroaromatic rings whichcontain one, two, three or four of the hetero atoms N, O or S (such aspyridyl, pyrimidyl, pyrazinyl, pyridazinyl, imidazolyl, 1,2,3- or1,2,4-triazolyl, 1,2,4,5-tetrazinyl, furyl, pyrazolyl, thienyl,thiazolyl or thiadiazolyl) and may carry one or two fused-on aromaticrings (such as benzofuryl, benzothienyl, benzothiazolyl, quinolyl orquinoxazolyl), where aryl and hetaryl may be substituted and may carry,for example, the following radicals R¹ : fluorine, chlorine, bromine,cyano, nitro, trifluoromethyl, C₁ -C₄ -alkyl, such as methyl, ethyl,n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tert-butyl,cyclopropyl, cyclopentyl, cyclohexyl, C₁ -C₄ -alkoxy, such as methoxy,ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy ortert-butoxy, phenoxy, 1-naphthyloxy, 2-naphthyloxy, phenyl, 1-naphthylor 2-naphthyl, where aryloxy and aryl in turn may be substituted byradicals which have the same preferred meanings as R¹.

The thiocarboxylic esters I are obtained, for example, by converting acarboxylic ester of the general formula II in a conventional manner(Organikum, 16th edition, page 415, 622) by hydrolysis into thecarboxylic acid III and then reacting the latter, likewise in aconventional manner (Houben-Weyl, Vol. E5, page 855 et seq., 1985), withmethanethiol or with an alkali metal methanethiolate to give athiocarboxylic ester I: ##STR3## X and R have the same meanings as informula I and T is a radical of an alcohol, preferably C₁ -C₄ -alkyl.

Because of the C═N double bond, the starting compounds II can occur asE/Z isomer mixtures or as pure E- or Z-isomers, so that thecorresponding subsequent products, including the thiocarboxylic estersI, are obtained either as E/Z isomer mixtures or as E- or as Z-isomers.The wavy line in the formulae indicates this fact. The invention relatesboth to the individual isomeric compounds and to mixtures thereof. Thecarboxylic esters II are obtained by known methods which are describedin detail in the patents EP-A1-253 213, EP-A2-254 426 and EP-A2-299 694.

The carboxylic esters II are, as a rule, hydrolyzed at from 60° to 120°C., preferably from 90° to 110° C., by reacting an aqueous alkali metalhydroxide solution, preferably a KOH solution, with the carboxylicester, advantageously without an additional solvent. The reactionmixture is, as a rule, then acidified with concentrated hydrochloricacid to pH 0.5-1.5, preferably pH 0.8-1.2, at room temperature, thecarboxylic acid III being precipitated.

The conversion of the carboxylic acids III to the thiocarboxylic estersI can be carried out, for example, via carbonyl chlorides as anintermediate (cf. Houben-Weyl Vol. 8 (1952), 464 et seq.), but thesimpler method via an imidazolide or triazolide is preferred.Carbonyldiimidazole is preferably used, but it is also possible toemploy, for example, carbonyldi-1,2,4-triazole (cf. Houben-Weyl, Vol. E5(1985), 855 et seq.). The reaction is carried out in an inert anhydroussolvent, such as acetonitrile or dimethyl sulfoxide, in particular indimethylformamide, at from -20° to 10° C., preferably from -15° to 0°C., at a pH of from 6 to 8, preferably from 6.5 to 7.5.

After this reaction, methanethiol or an alkali metal methanethiolate, inparticular sodium methanethiolate or potassium methanethiolate, is addedto the reaction mixture at from -20° to 40° C., in particular from -15°to 30° C., as a rule without isolation of the activated acid, theimidazolide or triazolide reacting with the thiol or thiolate to givethe thiocarboxylic ester I.

The novel thiocarboxylic esters are also obtained by reacting thecorresponding carboxylic esters IV, where Y is O, or the thiocarboxylicesters IV, where Y is S, at 100°-200° C. with a sulfurization agent,e.g. P₄ S₁₀ or Lawesson's reagent, preferably with the latter(2,4-bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetan 2,4-disulfide)*,for example in a diluent, e.g. xylene or toluene (cf. S. O. Lawesson,Bull. Soc. Chim. Belg. 87 (1978), 293). ##STR4##

The Examples which follow illustrate the preparation of thethiocarboxylic esters I.

EXAMPLE 1 Preparation of 2-(2-chlorophenoxymethyl)-phenylthioglyoxylicacid methyl ester O-methyloxime

5 g of 2-(2-chlorophenoxymethyl)-phenylglyoxylic acid methyl esterO-methyloxime in 50 ml of 1N aqueous KOH solution were refluxed for 2hours. The mixture was cooled, after which the pH was brought to 1 withconcentrated hydrochloric acid. The precipitate which separated out wasfiltered off under suction and dried. 4 g of2-(2-chlorophenoxymethyl)-phenylglyoxylic acid O-methyloxime wereobtained as a colorless solid, which was then dissolved in 50 ml ofanhydrous dimethylformamide. 2.1 g of carbonyldiimidazole were added at-10° C. and stirring was carried out at this temperature for 2 hours.0.89 g of sodium methanethiolate was then added and stirring wascontinued for a further 90 minutes at -10° C. and then for a further 90minutes at room temperature. 100 ml of methylene chloride and 200 ml ofsaturated, aqueous sodium chloride solution were added, after which theorganic phase was separated off and dried over magnesium sulfate and thesolvent was removed under reduced pressure. 3.8 g of crude product wereobtained. This was purified by flash chromatography over silica gelusing hexane/ethyl acetate, 2.3 g of product being obtained as a yellowsolid of melting point 58° to 60° C.

EXAMPLE 2 Preparation of 2-[2-methylphenoxymethyl]-phenylthioglyoxylicacid methyl ester O-methyloxime

16.6 g (41 mmol) of Lawesson's reagent were added to 10.2 g (33 mmol) of2-[2-methylphenoxymethyl]-phenylglyoxylic acid methyl esterO-methyloxime in 50 ml of xylene. Refluxing was carried out for 24 hoursand the solvent was removed under reduced pressure. Chromatography oversilica gel using ethyl acetate/hexane gave 6.3 g (59%) of the compoundas a black oil.

¹ H-NMR (CDCl₃): δ=2.27 (s, 3H), 4.03 (s, 3H), 4.19 (s, 3H), 4.95 (s,2H), 6.78-7.61 ppm (m, 8H).

EXAMPLE 3 Preparation of 2-(2-methylphenoxymethyl)-phenyldithioglyoxylicacid methyl ester O-methyloxime

3.6 g (9 mmol) of Lawesson's reagent were added to a solution of 5 g (15mmol) of 2-[2-methylphenoxymethyl]-phenylthioglyoxylic acid methyl esterO-methyloxime in 20 ml of toluene. Refluxing was carried out for 24hours and the mixture was evaporated down. The residue waschromatographed over silica gel using ethyl acetate/hexane. 2.8 g (54%)of the compound were obtained as a black oil.

¹ H-NMR (CDCl₃): δ=2.25 (s, 3H), 2.60 (s, 3H), 4.02 (s, 3H), 4.91 (s,2H), 6.78-7.61 ppm (m, 8H).

The compounds shown in the Tables below can be prepared in a similarmanner.

                  TABLE 1                                                         ______________________________________                                         ##STR5##                                                                                                      mp                                                                            (°C.)/                                                                 IR                                           No.  R                           (cm.sup.-1)                                  ______________________________________                                         1   methyl                                                                    2   ethyl                                                                     3   n-propyl                                                                  4   iso-propyl                                                                5   n-butyl                                                                   6   s-butyl                                                                   7   iso-butyl                                                                 8   tert.-butyl                                                               9   pentyl                                                                    10  hexyl                                                                     11  phenyl                                                                    12  2-F-phenyl                                                                13  3-F-phenyl                                                                14  4-F-phenyl                                                                15  2-Cl-phenyl                                                               16  3-Cl-phenyl                                                               17  4-Cl-phenyl                                                               18  2-Br-phenyl                                                               19  3-Br-phenyl                                                               20  4-Br-phenyl                                                               21  2-I-phenyl                                                                22  3-I-phenyl                                                                23  4-I-phenyl                                                                24  2-CN-phenyl                                                               25  3-CN-phenyl                                                               26  4-CN-phenyl                                                               27  2,3-F.sub.2 -phenyl                                                       28  2,4-F.sub.2 -phenyl                                                       29  2,3-Cl.sub.2 -phenyl                                                      30  2,4-Cl.sub.2 -phenyl                                                      31  2,5-Cl.sub.2 -phenyl                                                      32  2,6-Cl.sub.2 -phenyl                                                      33  3,4-Cl.sub.2 -phenyl                                                      34  3,5-Cl.sub.2 -phenyl                                                      35  2,4-Br.sub.2 -phenyl                                                      36  2,5-Br.sub.2 -phenyl                                                      37  2,6-Br.sub.2 -phenyl                                                      38  2,4-I.sub.2 -phenyl                                                       39  2-Cl, 3-F-phenyl                                                          40  2-Cl, 4-F-phenyl                                                          41  2-Cl, 5-F-phenyl                                                          42  2-Cl, 6-F-phenyl                                                          43  2-Cl, 3-Br-phenyl                                                         44  2-Cl, 4-Br-phenyl                                                         45  2-Cl, 5-Br-phenyl                                                         46  2-Cl, 6-Br-phenyl                                                         47  2-Br, 3-Cl-phenyl                                                         48  2-Br, 4-Cl-phenyl                                                         49  2-Br, 3-F-phenyl                                                          50  2-Br, 4-F-phenyl                                                          51  2-Br, 5-F-phenyl                                                          52  2-Br, 6-F-phenyl                                                          53  2-F, 3-Cl-phenyl                                                          54  2-F, 4-Cl-phenyl                                                          55  2-F, 5-Cl-phenyl                                                          56  3-Cl, 4-F-phenyl                                                          57  3-Cl, 5-F-phenyl                                                          58  3-Cl, 4-Br-phenyl                                                         59  3-Cl, 5-Br-phenyl                                                         60  3-F, 4-Cl-phenyl                                                          61  3-F, 4-Br-phenyl                                                          62  3-Br, 4-Cl-phenyl                                                         63  3-Br, 4-F-phenyl                                                          64  2,4,6-F.sub.3 -phenyl                                                     65  2,3,4,-Cl.sub.3 -phenyl                                                   66  2,3,5-Cl.sub.3 -phenyl                                                    67  2,3,6-Cl.sub.3 -phenyl                                                    68  2,4,5-Cl.sub.3 -phenyl                                                    69  2,4,6-Cl.sub.3 -phenyl                                                    70  3,4,5-Cl.sub.3 -phenyl                                                    71  2,4,6-Br.sub.3 -phenyl                                                    72  2,6-Cl.sub.2 -4-Br-phenyl                                                 73  2,3,4,6-Cl.sub.4 -phenyl                                                  74  2,3,5,6-Cl.sub.4 -phenyl                                                  75  F.sub.5 -phenyl                                                           76  Cl.sub.5 -phenyl                                                          77  Br.sub.5 -phenyl                                                          78  2-CH.sub.3 -phenyl                                                        79  3-CH.sub.3 -phenyl                                                        80  4-CH.sub.3 -phenyl                                                        81  2-C.sub.2 H.sub.5 -phenyl                                                 82  3-C.sub.2 H.sub.5 -phenyl                                                 83  4-C.sub.2 H.sub.5 -phenyl                                                 84  2-n-C.sub.3 H.sub.7 -phenyl                                               85  3-n-C.sub.3 H.sub. 7 -phenyl                                              86  4-n-C.sub.3 H.sub.7 -phenyl                                               87  2-i-C.sub.3 H.sub.7 -phenyl                                               88  3-i-C.sub.3 H.sub.7 -phenyl                                               89  4-i-C.sub.3 H.sub.7 -phenyl                                               90  2-s-C.sub.4 H.sub.9 -phenyl                                               91  3-s-C.sub.4 H.sub.9 -phenyl                                               92  4-s-C.sub.4 H.sub.9 -phenyl                                               93  2-t-C.sub.4 H.sub.9 -phenyl                                               94  3-t-C.sub.4 H.sub.9 -phenyl                                               95  4-t-C.sub.4 H.sub.9 -phenyl                                               96  2,3-(CH.sub.3).sub.2 -phenyl                                              97  2,4-(CH.sub.3).sub.2 -phenyl                                              98  2,5-(CH.sub.3).sub.2 -phenyl                                              99  2,6-(CH.sub.3).sub.2 -phenyl                                             100  3,4-(CH.sub.3).sub.2 -phenyl                                             101  3,5-(CH.sub.3).sub.2 -phenyl                                             102  2,3,4-(CH.sub.3).sub.3 -phenyl                                           103  2,3,5-(CH.sub.3).sub.3 -phenyl                                           104  2,3,6-(CH.sub.3).sub.3 -phenyl                                           105  2,4,5-(CH.sub.3).sub.3 -phenyl                                           106  2,4,6-(CH.sub.3).sub.3 -phenyl                                           107  3,4,5-(CH.sub.3).sub.3 -phenyl                                           108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                         109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                         110  (CH.sub.3).sub.5 -phenyl                                                 111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                      112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                      113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                      114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                    115  2,4-(i-C.sub. 3 H.sub.7).sub.2 -phenyl                                   116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                  119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                  125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                  126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                  127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                        128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                  129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                  130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                  132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                  134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl               135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                         136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                         137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                         138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                   139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                             140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                           144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                           145  2-C.sub.6 H.sub.5 -phenyl                                                146  3-C.sub.6 H.sub.5 -phenyl                                                147  4-C.sub.6 H.sub.5 -phenyl                                                148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                            149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                          150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                          151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                          152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                           153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                           154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                  155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                  156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                    159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                    160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   162  2-OCH.sub.3 -phenyl                                                      163  3-OCH.sub.3 -phenyl                                                      164  4-OCH.sub.3 -phenyl                                                      165  2,4-(OCH.sub.3).sub.2 -phenyl                                            166  2-CF.sub.3 -phenyl                                                       167  3-CF.sub.3 -phenyl                                                       168  4-CF.sub.3 -phenyl                                                       169  2-NO.sub.2 -phenyl                                                       170  3-NO.sub.2 -phenyl                                                       171  4-NO.sub.2 -phenyl                                                       172  2-CN-phenyl                                                              173  3-CN-phenyl                                                              174  4-CN-phenyl                                                              175  2-CH.sub.3, 3-Cl-phenyl                                                  176  2-CH.sub.3, 4-Cl-phenyl                                                  177  2-CH.sub.3, 5-Cl-phenyl                                                  178  2-CH.sub.3, 6-Cl-phenyl                                                  179  2-CH.sub.3, 3-F-phenyl                                                   180  2-CH.sub.3, 4-F-phenyl                                                   181  2-CH.sub.3, 5-F-phenyl                                                   182  2-CH.sub.3, 6-F-phenyl                                                   183  2-CH.sub.3, 3-Br-phenyl                                                  184  2-CH.sub.3, 4-Br-phenyl                                                  185  2-CH.sub.3, 5-Br-phenyl                                                  186  2-CH.sub.3, 6-Br-phenyl                                                  187  2-Cl, 3-CH.sub.3 -phenyl                                                 188  2-Cl, 4-CH.sub.3 -phenyl                                                 189  2-Cl, 5-CH.sub.3 -phenyl                                                 190  2-Cl, 3-i-C.sub.3 H.sub.7                                                191  2-F, 3-CH.sub.3 -phenyl                                                  192  2-F, 4-CH.sub.3 -phenyl                                                  193  2-F, 5-CH.sub.3 -phenyl                                                  194  2-Br, 3-CH.sub.3 -phenyl                                                 195  2-Br, 4-CH.sub.3 -phenyl                                                 196  3-CH.sub.3, 4-Cl-phenyl                                                  197  3-CH.sub.3, 5-Cl-phenyl                                                  198  2-Br, 5-CH.sub.3 -phenyl                                                 199  3-CH.sub.3, 4-F-phenyl                                                   200  3-CH.sub.3, 5-F-phenyl                                                   201  3-CH.sub.3, 4-Br-phenyl                                                  202  3-CH.sub.3, 5-Br-phenyl                                                  203  3-F, 4-CH.sub.3 -phenyl                                                  204  3-Cl, 4-CH.sub.3 -phenyl                                                 205  3-Br, 4-CH.sub.3 -phenyl                                                 206  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                       207  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                       208  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                       209  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                       210  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                         211  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                          212  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                         213  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                         214  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                          215  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                         216  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                         217  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                        218  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                        219  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                         220  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                        221  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                        222  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                       223  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                      224  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                      225  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                         226  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                        227  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                        228  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                            229  2-Cl, 4-NO.sub.2 -phenyl                                                 230  2-NO.sub.2, 4-Cl-phenyl                                                  231  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                          232  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                         233  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                         234  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                         235  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                         236  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                          237  2-C.sub.6 H.sub.5 O-phenyl                                               238  3-C.sub.6 H.sub.5 O-phenyl                                               239  4-C.sub.6 H.sub.5 O-phenyl                                               240  3-t-C.sub.4 H.sub.9 O-phenyl                                             241  4-t-C.sub.4 H.sub.9 O-phenyl                                             242  1-naphthyl                                                               243  2-naphthyl                                                               244  2-pyridyl                                                                245  6-methyl-2-pyridyl                                                       246  6-ethyl-2-pyridyl                                                        247  6-n-propyl-2-pyridyl                                                     248  6-iso-propyl-2-pyridyl                                                   249  6-n-butyl-2-pyridyl                                                      250  6-tert.-butyl-2-pyridyl                                                  251  6-n-pentyl-2-pyridyl                                                     252  6-n-hexyl-2-pyridyl                                                      253  6-phenyl-2-pyridyl                                                       254  6-benzyl-2-pyridyl                                                       255  6-trifluoromethyl-2-pyridyl                                              256  6-methoxy-2-pyridyl                                                      257  6-chloro-2-pyridyl                                                       258  3,6-dimethyl-2-pyridyl                                                   259  3,6-diethyl-2-pyridyl                                                    260  4,6-dimethyl-2-pyridyl                                                   261  5,6-dimethyl-2-pyridyl                                                   262  4-phenyl-6-methyl-2-pyridyl                                              263  4,6-diphenyl-2-pyridyl                                                   264  3,4-dichloro-6-methyl-2-pyridyl                                          265  3,4,5-trichloro-6-phenyl-2-pyridyl                                       266  4-trifluoromethyl-6-methyl-2-pyridyl                                     267  3-cyano-6-methyl-2-pyridyl                                               268  3-cyano-6-ethyl-2-pyridyl                                                269  3-cyano-6-n-propyl-2-pyridyl                                             270  3-cyano-6-iso-propyl-2-pyridyl                                           271  3-cyano-6-cyclo-propyl-2-pyridyl                                         272  3-cyano-6-n-butyl-2-pyridyl                                              273  3-cyano-6-tert.-butyl-2-pyridyl                                          274  3-cyano-6-cyclo-hexyl-2-pyridyl                                          275  3-cyano-6-phenyl-2-pyridyl                                               276  3-cyano-4,6-dimethyl-2-pyridyl                                           277  3,5,6-trichloro-2-pyridyl                                                278  5-trifluoromethyl-2-pyridyl                                              279  3-chloro-5-trifluoromethyl-2-pyridyl                                     280  2-quinolyl                                                               281  3-methyl-2-quinolyl                                                      282  4-methyl-2-quinolyl                                                      283  4-ethyl-2-quinolyl                                                       284  4-phenyl-2-quinolyl                                                      285  6-methyl-2-quinolyl                                                      286  6-chloro-2-quinolyl                                                      287  8-methyl-2-quinolyl                                                      288  8-chloro-2-quinolyl                                                      289  3,4-dimethyl-2-quinolyl                                                  290  4-methyl-8-methoxy-2-quinolyl                                            291  4-phenyl-8-ethoxy-2-quinolyl                                             292  4-methyl-8-chloro-2-quinolyl                                             293  4-methyl-8-fluoro-2-quinolyl                                             294  4-quinolyl                                                               295  2-methyl-4-quinolyl                                                      296  2-trifluoromethyl-4-quinolyl                                             297  2-iso-propyl-4-quinolyl                                                  298  2-n-pentyl-4-quinolyl                                                    299  2-phenyl-4-quinolyl                                                      300  2,6-dimethyl-4-quinolyl                                                  301  2-methyl-6-chloro-4-quinolyl                                             302  2-methyl-6-fluoro-4-quinolyl                                             303  8-quinolyl                                                               304  2-methyl-8-quinolyl                                                      305  5,7-dichloro-8-quinolyl                                                  306  4,6-dimethyl-2-pyrimidinyl                                               307  4-trifluoromethyl-2-pyrimidinyl                                          308  4,5,6-trimethyl-2-pyrimidinyl                                            309  4-benzyl-6-methyl-2-pyrimidinyl                                          310  4-methyl-6-phenyl-2-pyrimidinyl                                          311  4,6-dimethyl-5-chloro-2-pyrimidinyl                                      312  2,6-dimethyl-4-pyrimidinyl                                               313  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                  314  2-iso-propyl-6-methyl-4-pyrimidinyl                                      315  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                    316  2-methyl-6-methoxymethyl-4-pyrimidinyl                                   317  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                               318  2-phenyl-4-pyrimidinyl                                                   319  3,5-dimethyl-4-pyrimidinyl                                               320  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                 321  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                               322  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                             323  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                        324  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                      325  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    326  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                   ______________________________________                                    

                  TABLE 2                                                         ______________________________________                                         ##STR6##                                                                                                  mp(°C.)/                                  No.    R                     IR(cm.sup.-1)                                    ______________________________________                                         1     methyl                                                                  2     ethyl                                                                   3     n-propyl                                                                4     iso-propyl                                                              5     n-butyl                                                                 6     s-butyl                                                                 7     iso-butyl                                                               8     tert.-butyl                                                             9     pentyl                                                                  10    hexyl                                                                   11    phenyl                                                                  12    2-F-phenyl                                                              13    3-F-phenyl                                                              14    4-F-phenyl                                                              15    2-Cl-phenyl                                                             16    3-Cl-phenyl                                                             17    4-Cl-phenyl                                                             18    2-Br-phenyl                                                             19    3-Br-phenyl                                                             20    4-Br-phenyl                                                             21    2-I-phenyl                                                              22    3-I-phenyl                                                              23    4-I-phenyl                                                              24    2-CN-phenyl                                                             25    3-CN-phenyl                                                             26    4-CN-phenyl                                                             27    2,3-F.sub.2 -phenyl                                                     28    2,4-F.sub.2 -phenyl                                                     29    2,3-Cl.sub.2 -phenyl                                                    30    2,4-Cl.sub.2 -phenyl                                                    31    2,5-Cl.sub.2 -phenyl                                                    32    2,6-Cl.sub.2 -phenyl                                                    33    3,4-Cl.sub.2 -phenyl                                                    34    3,5-Cl.sub.2 -phenyl                                                    35    2,4-Br.sub.2 -phenyl                                                    36    2,5-Br.sub.2 -phenyl                                                    37    2,6-Br.sub.2 -phenyl                                                    38    2,4-I.sub.2 -phenyl                                                     39    2-Cl, 3-F-phenyl                                                        40    2-Cl, 4-F-phenyl                                                        41    2-Cl, 5-F-phenyl                                                        42    2-Cl, 6-F-phenyl                                                        43    2-Cl, 3-Br-phenyl                                                       44    2-Cl, 4-Br-phenyl                                                       45    2-Cl, 5-Br-phenyl                                                       46    2-Cl, 6-Br-phenyl                                                       47    2-Br, 3-Cl-phenyl                                                       48    2-Br, 4-Cl-phenyl                                                       49    2-Br, 3-F-phenyl                                                        50    2-Br, 4-F-phenyl                                                        51    2-Br, 5-F-phenyl                                                        52    2-Br, 6-F-phenyl                                                        53    2-F, 3-Cl-phenyl                                                        54    2-F, 4-Cl-phenyl                                                        55    2-F, 5-Cl-phenyl                                                        56    3-Cl, 4-F-phenyl                                                        57    3-Cl, 5-F-phenyl                                                        58    3-Cl, 4-Br-phenyl                                                       59    3-Cl, 5-Br-phenyl                                                       60    3-F, 4-Cl-phenyl                                                        61    3-F, 4-Br-phenyl                                                        62    3-Br, 4-Cl-phenyl                                                       63    3-Br, 4-F-phenyl                                                        64    2,4,6-F.sub.3 -phenyl                                                   65    2,3,4,-Cl.sub.3 -phenyl                                                 66    2,3,5-Cl.sub.3 -phenyl                                                  67    2,3,6-Cl.sub.3 -phenyl                                                  68    2,4,5-Cl.sub.3 -phenyl                                                  69    2,4,6-Cl.sub.3 -phenyl                                                  70    3,4,5-Cl.sub.3 -phenyl                                                  71    2,4,6-Br.sub.3 -phenyl                                                  72    2,6-Cl.sub.2 -4-Br-phenyl                                               73    2,3,4,6-Cl.sub.4 -phenyl                                                74    2,3,5,6-Cl.sub.4 -phenyl                                                75    F.sub.5 -phenyl                                                         76    Cl.sub.5 -phenyl                                                        77    Br.sub.5 -phenyl                                                        78    2-CH.sub.3 -phenyl                                                      79    3-CH.sub.3 -phenyl                                                      80    4-CH.sub.3 -phenyl                                                      81    2-C.sub.2 H.sub.5 -phenyl                                               82    3-C.sub.2 H.sub.5 -phenyl                                               83    4-C.sub.2 H.sub.5 -phenyl                                               84    2-n-C.sub.3 H.sub.7 -phenyl                                             85    3-n-C.sub.3 H.sub.7 -phenyl                                             86    4-n-C.sub.3 H.sub.7 -phenyl                                             87    2-i-C.sub.3 H.sub.7 -phenyl                                             88    3-i-C.sub.3 H.sub.7 -phenyl                                             89    4-i-C.sub.3 H.sub.7 -phenyl                                             90    2-s-C.sub.4 H.sub.9 -phenyl                                             91    3-s-C.sub.4 H.sub.9 -phenyl                                             92    4-s-C.sub.4 H.sub.9 -phenyl                                             93    2-t-C.sub.4 H.sub.9 -phenyl                                             94    3-t-C.sub.4 H.sub.9 -phenyl                                             95    4-t-C.sub.4 H.sub.9 -phenyl                                             96    2,3-(CH.sub.3).sub.2 -phenyl                                            97    2,4-(CH.sub.3).sub.2 -phenyl                                            98    2,5-(CH.sub.3).sub.2 -phenyl                                            99    2,6-(CH.sub.3).sub.2 -phenyl                                           100    3,4-(CH.sub.3).sub.2 -phenyl                                           101    3,5-(CH.sub.3).sub.2 -phenyl                                           102    2,3,4-(CH.sub.3).sub.3 -phenyl                                         103    2,3,5-(CH.sub.3).sub.3 -phenyl                                         104    2,3,6-(CH.sub.3).sub.3 -phenyl                                         105    2,4,5-(CH.sub.3).sub.3 -phenyl                                         106    2,4,6-(CH.sub.3).sub.3 -phenyl                                         107    3,4,5-(CH.sub.3).sub.3 -phenyl                                         108    2,3,4,6-(CH.sub.3).sub.4 -phenyl                                       109    2,3,5,6-(CH.sub.3).sub.4 -phenyl                                       110    (CH.sub.3).sub.5 -phenyl                                               111    2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                    112    2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                    113    3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                    114    2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                  115    2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                  116    2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                  117    3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                  118    2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                119    2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                  120    2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                  121    2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                  122    2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                  123    3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                  124    2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                125    2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                126    2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                127    2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                      128    2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                129    2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                130    2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                131    2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                132    3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                133    2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                134    2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl             135    2-cyclo-C.sub.6 H.sub.11 -phenyl                                       136    3-cyclo-C.sub.6 H.sub.11 -phenyl                                       137    4-cyclo-C.sub.6 H.sub.11 -phenyl                                       138    2,4-(cyclo-C.sub.6 H.sub.11).sub. 2 -6-CH.sub.3 -phenyl                139    2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                           140    2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                     141    3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                     142    4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                     143    2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                         144    2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                         145    2-C.sub.6 H.sub.5 -phenyl                                              146    3-C.sub.6 H.sub.5 -phenyl                                              147    4-C.sub.6 H.sub.5 -phenyl                                              148    4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                          149    4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                        150    2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                        151    2-Br, 4-C.sub.6 H.sub.5 -phenyl                                        152    2-C.sub.6 H.sub.5, 4-Cl-phenyl                                         153    2-C.sub.6 H.sub.5, 4-Br-phenyl                                         154    2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                155    2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                156    2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                               157    2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                               158    2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                  159    2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                  160    2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                 161    2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                 162    3-OCH.sub.3 -phenyl                                                    163    2,4-(OCH.sub.3).sub.2 -phenyl                                          164    2-CF.sub.3 -phenyl                                                     165    3-CF.sub.3 -phenyl                                                     166    4-CF.sub.3 -phenyl                                                     167    2-NO.sub.2 -phenyl                                                     168    3-NO.sub.2 -phenyl                                                     169    4-NO.sub.2 -phenyl                                                     170    2-CN-phenyl                                                            171    3-CN-phenyl                                                            172    4-CN-phenyl                                                            173    2-CH.sub.3, 3-Cl-phenyl                                                174    2-CH.sub.3, 4-Cl-phenyl                                                175    2-CH.sub.3, 5-Cl-phenyl                                                176    2-CH.sub.3, 6-Cl-phenyl                                                177    2-CH.sub.3, 3-F-phenyl                                                 178    2-CH.sub.3, 4-F-phenyl                                                 179    2-CH.sub.3, 5-F-phenyl                                                 180    2-CH.sub.3, 6-F-phenyl                                                 181    2-CH.sub.3, 3-Br-phenyl                                                182    2-CH.sub.3, 4-Br-phenyl                                                183    2-CH.sub.3, 5-Br-phenyl                                                184    2-CH.sub.3, 6-Br-phenyl                                                185    2-Cl, 3-CH.sub.3 -phenyl                                               186    2-Cl, 4-CH.sub.3 -phenyl                                               187    2-Cl, 5-CH.sub.3 -phenyl                                               188    2-Cl, 3-i-C.sub.3 H.sub.7                                              189    2-F, 3-CH.sub.3 -phenyl                                                190    2-F, 4-CH.sub.3 -phenyl                                                191    2-F, 5-CH.sub.3 -phenyl                                                192    2-Br, 3-CH.sub.3 -phenyl                                               193    2-Br, 4-CH.sub.3 -phenyl                                               194    3-CH.sub.3, 4-Cl-phenyl                                                195    3-CH.sub.3, 5-Cl-phenyl                                                196    2-Br, 5-CH.sub.3 -phenyl                                               197    3-CH.sub.3, 4-F-phenyl                                                 198    3-CH.sub.3, 5-F-phenyl                                                 199    3-CH.sub.3, 4-Br-phenyl                                                200    3-CH.sub.3, 5-Br-phenyl                                                201    3-F, 4-CH.sub.3 -phenyl                                                202    3-Cl, 4-CH.sub.3 -phenyl                                               203    3-Br, 4-CH.sub.3 -phenyl                                               204    2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                     205    2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                     206    2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                     207    2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                     208    2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                       209    2,6-F.sub.2, 4-CH.sub.3 -phenyl                                        210    2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                       211    2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                       212    2,4-F.sub.2, 6-CH.sub.3 -phenyl                                        213    2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                       214    2,6-(CH.sub.3).sub.2, 4-F-phenyl                                       215    2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                      216    2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                      217    3,5-(CH.sub.3).sub.2, 4-F-phenyl                                       218    3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                      219    3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                      220    2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                     221    2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                    222    2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                    223    2,4-(CH.sub.3).sub.2, 6-F-phenyl                                       224    2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                      225    2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                      226    2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                          227    2-Cl, 4-NO.sub.2 -phenyl                                               228    2-NO.sub.2, 4-Cl-phenyl                                                229    2-OCH.sub.3, 5-NO.sub.2 -phenyl                                        230    2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                       231    2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                       232    2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                       233    2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                       234    2,6-I.sub.2, 4-NO.sub. 2 -phenyl                                       235    2-C.sub.6 H.sub.5 O-phenyl                                             236    3-C.sub.6 H.sub.5 O-phenyl                                             237    4-C.sub.6 H.sub.5 O-phenyl                                             238    3-t-C.sub.4 H.sub.9 O-phenyl                                           239    4-t-C.sub.4 H.sub.9 O-phenyl                                           240    1-naphthyl                                                             241    2-naphthyl                                                             242    2-pyridyl                                                              243    6-methyl-2-pyridyl                                                     244    6-ethyl-2-pyridyl                                                      245    6-n-propyl-2-pyridyl                                                   246    6-iso-propyl-2-pyridyl                                                 247    6-n-butyl-2-pyridyl                                                    248    6-tert.-butyl-2-pyridyl                                                249    6-n-pentyl-2-pyridyl                                                   250    6-n-hexyl-2-pyridyl                                                    251    6-phenyl-2-pyridyl                                                     252    6-benzyl-2-pyridyl                                                     253    6-trifluoromethyl-2-pyridyl                                            254    6-methoxy-2-pyridyl                                                    255    6-chloro-2-pyridyl                                                     256    3,6-dimethyl-2-pyridyl                                                 257    3,6-diethyl-2-pyridyl                                                  258    4,6-dimethyl-2-pyridyl                                                 259    5,6-dimethyl-2-pyridyl                                                 260    4-phenyl-6-methyl-2-pyridyl                                            261    4,6-diphenyl-2-pyridyl                                                 262    3,4-dichloro-6-methyl-2-pyridyl                                        263    3,4,5-trichloro-6-phenyl-2-pyridyl                                     264    4-trifluoromethyl-6-methyl-2-pyridyl                                   265    3-cyano-6-methyl-2-pyridyl                                             266    3-cyano-6-ethyl-2-pyridyl                                              267    3-cyano-6-n-propyl-2-pyridyl                                           268    3-cyano-6-iso-propyl-2-pyridyl                                         269    3-cyano-6-cyclo-propyl-2-pyridyl                                       270    3-cyano-6-n-butyl-2-pyridyl                                            271    3-cyano-6-tert.-butyl-2-pyridyl                                        272    3-cyano-6-cyclo-hexyl-2-pyridyl                                        273    3-cyano-6-phenyl-2-pyridyl                                             274    3-cyano-4,6-dimethyl-2-pyridyl                                         275    3,5,6-trichloro-2-pyridyl                                              276    5-trifluoromethyl-2-pyridyl                                            277    3-chloro-5-trifluoromethyl-2-pyridyl                                   278    2-quinolyl                                                             279    3-methyl-2-quinolyl                                                    280    4-methyl-2-quinolyl                                                    281    4-ethyl-2-quinolyl                                                     282    4-phenyl-2-quinolyl                                                    283    6-methyl-2-quinolyl                                                    284    6-chloro-2-quinolyl                                                    285    8-methyl-2-quinolyl                                                    286    8-chloro-2-quinolyl                                                    287    3,4-dimethyl-2-quinolyl                                                288    4-methyl-8-methoxy-2-quinolyl                                          289    4-phenyl-8-ethoxy-2-quinolyl                                           290    4-methyl-8-chloro-2-quinolyl                                           291    4-methyl-8-fluoro-2-quinolyl                                           292    4-quinolyl                                                             293    2-methyl-4-quinolyl                                                    294    2-trifluoromethyl-4-quinolyl                                           295    2-iso-propyl-4-quinolyl                                                296    2-n-pentyl-4-quinolyl                                                  297    2-phenyl-4-quinolyl                                                    298    2,6-dimethyl-4-quinolyl                                                299    2-methyl-6-chloro-4-quinolyl                                           300    2-methyl-6-fluoro-4-quinolyl                                           301    8-quinolyl                                                             302    2-methyl-8-quinolyl                                                    303    5,7-dichloro-8-quinolyl                                                304    4,6-dimethyl-2-pyrimidinyl                                             305    4-trifluoromethyl-2-pyrimidinyl                                        306    4,5,6-trimethyl-2-pyrimidinyl                                          307    4-benzyl-6-methyl-2-pyrimidinyl                                        308    4-methyl-6-phenyl-2-pyrimidinyl                                        309    4,6-dimethyl-5-chloro-2-pyrimidinyl                                    310    2,6-dimethyl-4-pyrimidinyl                                             311    2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                312    2-iso-propyl-6-methyl-4-pyrimidinyl                                    313    2-cyclo-propyl-6-methyl-4-pyrimidinyl                                  314    2-methyl-6-methoxymethyl-4-                                                   pyrimidinyl                                                            315    2-iso-propyl-6-methoxymethyl-4-                                               pyrimidinyl                                                            316    2-phenyl-4-pyrimidinyl                                                 317    3,5-dimethyl-4-pyrimidinyl                                             318    2-methyl-6-trifluoromethyl-4-                                                 pyrimidinyl                                                            319    2-n-propyl-6-trifluoromethyl-4-                                               pyrimidinyl                                                            320    2-iso-propyl-6-trifluoromethyl-4-                                             pyrimidinyl                                                            321    2-methyl-5-chloro-6-trifluoromethyl-4-                                        pyrimidinyl                                                            322    2-n-propyl-5-chloro-6-trifluoromethyl-4-                                      pyrimidinyl                                                            323    2-iso-propyl-5-chloro-6-trifluoromethyl-4-                                    pyrimidinyl                                                            324    2-tert.-butyl-5-chloro-6-trifluoromethyl-4-                                   pyrimidinyl                                                            325    6-EtO-benzothiazol-2-yl                                                326    benzoxazol-2-yl                                                        327    1-Me-imidazol-2-yl                                                     328    4-but-1H-imidazol-2-yl                                                 329    2-thiazolin-2-yl                                                       330    5-CF.sub.3 -benzimidazol-2-yl                                          331    1-Ph-tetrazol-5-yl                                                     332    5-CF.sub.3 -benzothiazol-2-yl                                          333    4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                             334    6-Cl-4-Me-benzothiazol-2-yl                                            335    5-Me-benzothiazol-2-yl                                                 336    4-Cl-benzothiazol-2-yl                                                 337    1-(3-NO.sub.2Ph)tetrazol-5-yl                                          338    2-thienyl                                                              339    5-Me-benzoxazol-2-yl                                                   340    7-Cl-benzothiazol-2-yl                                                 341    5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                     342    5-Cl-benzoxazol-2-yl                                                   343    6-Cl-benzothiazol-2-yl                                                 344    2-Ph-thiazol-2-yl                                                      345    3-CN-4,6-Me.sub.2 -2-pyridyl                                           346    1-Ph-1,2,4-triazol-3-yl                                                347    1-Pri-benzimidazol-2-yl                                                348    5-Br-benzothiazol-2-yl                                                 349    5-Br-1H-benzimidazol-2-yl                                              350    7-Cl-4-MeO-benzothiazol-2-yl                                           351    1H-benzimidazol-2-yl                                                   352    5-Cl-benzothiazol-2-yl                                                 353    5-NO.sub.2 -benzoxazol-2-yl                                            354    5-t-Bu-benzoxazol-2-yl                                                 355    4,6,7-Cl.sub.3 -benzothiozol-2-yl                                      356    5-Ph-thiazol-2-yl                                                      357    5,7-Me.sub.2 -benzoxazol-2-yl                                          358    6-Me-benzoxazol-2-yl                                                   359    1,2,4-triazin-3-yl                                                     360    6-Pr-benzothiazol-2-yl                                                 361    6-PhO-benzothiazol-2-yl                                                362    4-(4-ClPh)-thiazol-2-yl                                                363    4-(4-MePh)-thiazol-2-yl                                                364    5-Me-4-Ph-thiazol-2-yl                                                 365    5-Cl-1-H-benzimidazol-2-yl                                             366    5-Ph-1,2,4-triazol-3-yl                                                367    3-Ph-1,2,4-thiadiazol-5-yl                                             ______________________________________                                    

                                      TABLE 3                                     __________________________________________________________________________     ##STR7##                                                                     No.                                                                              R                        mp(°C.)/IR(cm.sup.-1)                      __________________________________________________________________________     1 methyl                                                                      2 ethyl                                                                       3 n-propyl                                                                    4 iso-propyl                                                                  5 n-butyl                                                                     6 s-butyl                                                                     7 iso-butyl                                                                   8 tert.-butyl                                                                 9 pentyl                                                                      10                                                                              hexyl                                                                       11                                                                              phenyl                   1663, 1598, 1587, 1496, 1242,                                                 1221, 1026, 845, 756, 691                          12                                                                              2-F-phenyl                                                                  13                                                                              3-F-phenyl                                                                  14                                                                              4-F-phenyl                                                                  15                                                                              2-Cl-phenyl              58-60° C.                                   16                                                                              3-Cl-phenyl                                                                 17                                                                              4-Cl-phenyl                                                                 18                                                                              2-Br-phenyl                                                                 19                                                                              3-Br-phenyl                                                                 20                                                                              4-Br-phenyl                                                                 21                                                                              2-I-phenyl                                                                  22                                                                              3-I-phenyl                                                                  23                                                                              4-I-phenyl                                                                  24                                                                              2-CH.sub.3 -phenyl       1662, 1494, 1461, 1240, 1190,                                                 1122, 1051, 1025, 845, 753 (cm.sup.-1)             25                                                                              2-CN-phenyl                                                                 26                                                                              3-CN-phenyl                                                                 27                                                                              4-CN-phenyl                                                                 28                                                                              2,3-F.sub.2 -phenyl                                                         29                                                                              2,4-F.sub.2 -phenyl                                                         30                                                                              2,3-Cl.sub.2 -phenyl                                                        31                                                                              2,4-Cl.sub.2 -phenyl                                                        32                                                                              2,5-Cl.sub.2 -phenyl                                                        33                                                                              2,6-Cl.sub.2 -phenyl                                                        34                                                                              3,4-Cl.sub.2 -phenyl                                                        35                                                                              3,5-Cl.sub.2 -phenyl                                                        36                                                                              2,4-Br.sub.2 -phenyl                                                        37                                                                              2,5-Br.sub.2 -phenyl                                                        38                                                                              2,6-Br.sub.2 -phenyl                                                        39                                                                              2,4-I.sub.2 -phenyl                                                         40                                                                              2-Cl, 3-F-phenyl                                                            41                                                                              2-Cl, 4-F-phenyl                                                            42                                                                              2-Cl, 5-F-phenyl                                                            43                                                                              2-Cl, 6-F-phenyl                                                            44                                                                              2-Cl, 3-Br-phenyl                                                           45                                                                              2-Cl, 4-Br-phenyl                                                           46                                                                              2-Cl, 5-Br-phenyl                                                           47                                                                              2-Cl, 6-Br-phenyl                                                           48                                                                              2-Br, 3-Cl-phenyl                                                           49                                                                              2-Br, 4-Cl-phenyl                                                           50                                                                              2-Br, 3-F-phenyl                                                            51                                                                              2-Br, 4-F-phenyl                                                            52                                                                              2-Br, 5-F-phenyl                                                            53                                                                              2-Br, 6-F-phenyl                                                            54                                                                              2-F, 3-Cl-phenyl                                                            55                                                                              2-F, 4-Cl-phenyl                                                            56                                                                              2-F, 5-Cl-phenyl                                                            57                                                                              3-Cl, 4-F-phenyl                                                            58                                                                              3-Cl, 5-F-phenyl                                                            59                                                                              3-Cl, 4-Br-phenyl                                                           60                                                                              3-Cl, 5-Br-phenyl                                                           61                                                                              3-F, 4-Cl-phenyl                                                            62                                                                              3-F, 4-Br-phenyl                                                            63                                                                              3-Br, 4-Cl-phenyl                                                           64                                                                              3-Br, 4-F-phenyl                                                            65                                                                              2,4,6-F.sub.3 -phenyl                                                       66                                                                              2,3,4,-Cl.sub.3 -phenyl                                                     67                                                                              2,3,5-Cl.sub.3 -phenyl                                                      68                                                                              2,3,6-Cl.sub.3 -phenyl                                                      69                                                                              2,4,5-Cl.sub.3 -phenyl                                                      70                                                                              2,4,6-Cl.sub.3 -phenyl                                                      71                                                                              3,4,5-Cl.sub.3 -phenyl                                                      72                                                                              2,4,6-Br.sub.3 -phenyl                                                      73                                                                              2,6-Cl.sub.2 -4-Br-phenyl                                                   74                                                                              2,3,4,6-Cl.sub.4 -phenyl                                                    75                                                                              2,3,5,6-Cl.sub.4 -phenyl                                                    76                                                                              F.sub.5 -phenyl                                                             77                                                                              Cl.sub.5 -phenyl                                                            78                                                                              Br.sub.5 -phenyl                                                            79                                                                              2-CH.sub.3 -phenyl                                                          80                                                                              3-CH.sub.3 -phenyl                                                          81                                                                              4-CH.sub.3 -phenyl                                                          82                                                                              2-C.sub.2 H.sub.5 -phenyl                                                   83                                                                              3-C.sub.2 H.sub.5 -phenyl                                                   84                                                                              4-C.sub.2 H.sub.5 -phenyl                                                   85                                                                              2-n-C.sub.3 H.sub.7 -phenyl                                                 86                                                                              3-n-C.sub.3 H.sub.7 -phenyl                                                 87                                                                              4-n-C.sub.3 H.sub.7 -phenyl                                                 88                                                                              2-i-C.sub.3 H.sub.7 -phenyl                                                 89                                                                              3-i-C.sub.3 H.sub.7 -phenyl                                                 90                                                                              4-i-C.sub.3 H.sub.7 -phenyl                                                 91                                                                              2-s-C.sub.4 H.sub.9 -phenyl                                                 92                                                                              3-s-C.sub.4 H.sub.9 -phenyl                                                 93                                                                              4-s-C.sub.4 H.sub.9 -phenyl                                                 94                                                                              2-t-C.sub.4 H.sub.9 -phenyl                                                 95                                                                              3-t-C.sub.4 H.sub.9 -phenyl                                                 96                                                                              4-t-C.sub.4 H.sub.9 -phenyl                                                 97                                                                              2,3-(CH.sub.3).sub.2 -phenyl                                                98                                                                              2,4-(CH.sub.3).sub.2 -phenyl                                                99                                                                              2,5-(CH.sub.3).sub.2 -phenyl                                               100                                                                              2,6-(CH.sub.3).sub.2 -phenyl                                               101                                                                              3,4-(CH.sub.3).sub.2 -phenyl                                               102                                                                              3,5-(CH.sub.3).sub.2 -phenyl                                               103                                                                              2,3,4-(CH.sub.3).sub.3 -phenyl                                             104                                                                              2,3,5-(CH.sub.3).sub.3 -phenyl                                             105                                                                              2,3,6-(CH.sub.3).sub.3 -phenyl                                             106                                                                              2,4,5-(CH.sub.3).sub.3 -phenyl                                             107                                                                              2,4,6-(CH.sub.3).sub.3 -phenyl                                             108                                                                              3,4,5-(CH.sub.3).sub.3 -phenyl                                             109                                                                              2,3,4,6-(CH.sub.3).sub.4 -phenyl                                           110                                                                              2,3,5,6-(CH.sub.3).sub.4 -phenyl                                           111                                                                              (CH.sub. 3).sub.5 -phenyl                                                  112                                                                              2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                        113                                                                              2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                        114                                                                              3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                        115                                                                              2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                      116                                                                              2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                      117                                                                              2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                      118                                                                              3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                      119                                                                              2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                    120                                                                              2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                      121                                                                              2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                      122                                                                              2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                      123                                                                              2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                      124                                                                              3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                      125                                                                              2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                    126                                                                              2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                    127                                                                              2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                    128                                                                              2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                          129                                                                              2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                    130                                                                              2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                    131                                                                              1-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                    132                                                                              2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                    133                                                                              3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                    134                                                                              2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                    135                                                                              2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                 136                                                                              2-cyclo-C.sub.6 H.sub.11 -phenyl                                           137                                                                              3-cyclo-C.sub.6 H.sub.11 -phenyl                                           138                                                                              4-cyclo-C.sub.6 H.sub.11 -phenyl                                           139                                                                              2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                     140                                                                              2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                               141                                                                              2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                         142                                                                              3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                         143                                                                              4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                         144                                                                              2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                             145                                                                              2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                             146                                                                              2-C.sub.6 H.sub.5 -phenyl                                                  147                                                                              3-C.sub.6 H.sub.5 -phenyl                                                  148                                                                              4-C.sub.6 H.sub.5 -phenyl                                                  149                                                                              4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                              150                                                                              4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                            151                                                                              2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                            152                                                                              2-Br, 4-C.sub.6 H.sub.5 -phenyl                                            153                                                                              2-C.sub.6 H.sub.5, 4-Cl-phenyl                                             154                                                                              2-C.sub.6 H.sub.5, 4-Br-phenyl                                             155                                                                              2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                    156                                                                              2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                    157                                                                              2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                   158                                                                              2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                   159                                                                              2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                      160                                                                              2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                      161                                                                              2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                     162                                                                              2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                     163                                                                              3-OCH.sub.3 -phenyl                                                        164                                                                              2,4-(OCH.sub.3).sub.2 -phenyl                                              165                                                                              2-CF.sub.3 -phenyl                                                         166                                                                              3-CF.sub.3 -phenyl                                                         167                                                                              4-CF.sub.3 -phenyl                                                         168                                                                              2-NO.sub.2 -phenyl                                                         169                                                                              3-NO.sub.2 -phenyl                                                         170                                                                              4-NO.sub.2 -phenyl                                                         171                                                                              2-CN-phenyl                                                                172                                                                              3-CN-phenyl                                                                173                                                                              4-CN-phenyl                                                                174                                                                              2-CH.sub.3, 3-Cl-phenyl                                                    175                                                                              2-CH.sub.3, 4-Cl-phenyl                                                    176                                                                              2-CH.sub.3, 5-Cl-phenyl                                                    177                                                                              2-CH.sub.3, 6-Cl-phenyl                                                    178                                                                              2-CH.sub.3, 3-F-phenyl                                                     179                                                                              2-CH.sub.3, 4-F-phenyl                                                     180                                                                              2-CH.sub.3, 5-F-phenyl                                                     181                                                                              2-CH.sub.3, 6-F-phenyl                                                     182                                                                              2-CH.sub.3, 3-Br-phenyl                                                    183                                                                              2-CH.sub.3, 4-Br-phenyl                                                    184                                                                              2-CH.sub.3, 5-Br-phenyl                                                    185                                                                              2-CH.sub.3, 6-Br-phenyl                                                    186                                                                              2-Cl, 3-CH.sub.3 -phenyl                                                   187                                                                              2-Cl, 4-CH.sub.3 -phenyl                                                   188                                                                              2-Cl, 5-CH.sub.3 -phenyl                                                   189                                                                              2-Cl, 3-i-C.sub.3 H.sub.7                                                  190                                                                              2-F, 3-CH.sub.3 -phenyl                                                    191                                                                              2-F, 4-CH.sub.3 -phenyl                                                    192                                                                              2-F, 5-CH.sub.3 -phenyl                                                    193                                                                              2-Br, 3-CH.sub.3 -phenyl                                                   194                                                                              2-Br, 4-CH.sub.3 -phenyl                                                   195                                                                              3-CH.sub.3, 4-Cl-phenyl                                                    196                                                                              3-CH.sub.3, 5-Cl-phenyl                                                    197                                                                              2-Br, 5-CH.sub.3 -phenyl                                                   198                                                                              3-CH.sub.3, 4-F-phenyl                                                     199                                                                              3-CH.sub.3, 5-F-phenyl                                                     200                                                                              3-CH.sub.3, 4-Br-phenyl                                                    201                                                                              3-CH.sub.3, 5-Br-phenyl                                                    202                                                                              3-F, 4-CH.sub.3 -phenyl                                                    203                                                                              3-Cl, 4-CH.sub.3 -phenyl                                                   204                                                                              3-Br, 4-CH.sub.3 -phenyl                                                   205                                                                              2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                         206                                                                              2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                         207                                                                              2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                         208                                                                              2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                         209                                                                              2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                           210                                                                              2,6-F.sub.2, 4-CH.sub.3 -phenyl                                            211                                                                              2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                           212                                                                              2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                           213                                                                              2,4-F.sub.2, 6-CH.sub.3 -phenyl                                            214                                                                              2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                           215                                                                              2,6-(CH.sub.3).sub.2, 4-F-phenyl                                           216                                                                              2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                          217                                                                              2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                          218                                                                              3,5-(CH.sub.3).sub.2, 4-F-phenyl                                           219                                                                              3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                          220                                                                              3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                          221                                                                              2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                         222                                                                              2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                        223                                                                              2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                        224                                                                              2,4-(CH.sub.3).sub.2, 6-F-phenyl                                           225                                                                              2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                          226                                                                              2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                          227                                                                              2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                              228                                                                              2-Cl, 4-NO.sub.2 -phenyl                                                   229                                                                              2-NO.sub.2, 4-Cl-phenyl                                                    230                                                                              2-OCH.sub.3, 5-NO.sub. 2 -phenyl                                           231                                                                              2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                           232                                                                              2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                           233                                                                              2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                           234                                                                              2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                           235                                                                              2,6-I.sub.2, 4-NO.sub.2 -phenyl                                            236                                                                              2-C.sub.6 H.sub.5 O-phenyl                                                 237                                                                              3-C.sub.6 H.sub.5 O-phenyl                                                 238                                                                              4-C.sub.6 H.sub.5 O-phenyl                                                 239                                                                              3-t-C.sub.4 H.sub.9 O-phenyl                                               240                                                                              4-t-C.sub.4 H.sub.9 O-phenyl                                               241                                                                              1-naphthyl                                                                 242                                                                              2-naphthyl                                                                 243                                                                              2-pyridyl                                                                  244                                                                              6-methyl-2-pyridyl                                                         245                                                                              6-ethyl-2-pyridyl                                                          246                                                                              6-n-propyl-2-pyridyl                                                       247                                                                              6-iso-propyl-2-pyridyl                                                     248                                                                              6-n-butyl-2-pyridyl                                                        249                                                                              6-tert.-butyl-2-pyridyl                                                    250                                                                              6-n-pentyl-2-pyridyl                                                       251                                                                              6-n-hexyl-2-pyridyl                                                        252                                                                              6-phenyl-2-pyridyl                                                         253                                                                              6-benzyl-2-pyridyl                                                         254                                                                              6-trifluoromethyl-2-pyridyl                                                255                                                                              6-methoxy-2-pyridyl                                                        256                                                                              6-chloro-2-pyridyl                                                         257                                                                              3,6-dimethyl-2-pyridyl                                                     258                                                                              3,6-diethyl-2-pyridyl                                                      259                                                                              4,6-dimethyl-2-pyridyl                                                     260                                                                              5,6-dimethyl-2-pyridyl                                                     261                                                                              4-phenyl-6-methyl-2-pyridyl                                                262                                                                              4,6-diphenyl-2-pyridyl                                                     263                                                                              3,4-dichloro-6-methyl-2-pyridyl                                            264                                                                              3,4,5-trichloro-6-phenyl-2-pyridyl                                         265                                                                              4-trifluoromethyl-6-methyl-2-pyridyl                                       266                                                                              3-cyano-6-methyl-2-pyridyl                                                 267                                                                              3-cyano-6-ethyl-2-pyridyl                                                  268                                                                              3-cyano-6-n-propyl-2-pyridyl                                               269                                                                              3-cyano-6-iso-propyl-2-pyridyl                                             270                                                                              3-cyano-6-cyclo-propyl-2-pyridyl                                           271                                                                              3-cyano-6-n-butyl-2-pyridyl                                                272                                                                              3-cyano-6-tert.-butyl-2-pyridyl                                            273                                                                              3-cyano-6-cyclo-hexyl-2-pyridyl                                            274                                                                              3-cyano-6-phenyl-2-pyridyl                                                 275                                                                              3-cyano-4,6-dimethyl-2-pyridyl                                             276                                                                              3,5,6-trichloro-2-pyridyl                                                  277                                                                              5-trifluoromethyl-2-pyridyl                                                278                                                                              3-chloro-5-trifluoromethyl-2-pyridyl                                       279                                                                              2-quinolyl                                                                 280                                                                              3-methyl-2-quinolyl                                                        281                                                                              4-methyl-2-quinolyl                                                        282                                                                              4-ethyl-2-quinolyl                                                         283                                                                              4-phenyl-2-quinolyl                                                        284                                                                              6-methyl-2-quinolyl                                                        285                                                                              6-chloro-2-quinolyl                                                        286                                                                              8-methyl-2-quinolyl                                                        287                                                                              8-chloro-2-quinolyl                                                        288                                                                              3,4-dimethyl-2-quinolyl                                                    289                                                                              4-methyl-8-methoxy-2-quinolyl                                              290                                                                              4-phenyl-8-ethoxy-2-quinolyl                                               291                                                                              4-methyl-8-chloro-2-quinolyl                                               292                                                                              4-methyl-8-fluoro-2-quinolyl                                               293                                                                              4-quinolyl                                                                 294                                                                              2-methyl-4-quinolyl                                                        295                                                                              2-trifluoromethyl-4-quinolyl                                               296                                                                              2-iso-propyl-4-quinolyl                                                    297                                                                              2-n-pentyl-4-quinolyl                                                      298                                                                              2-phenyl-4-quinolyl                                                        299                                                                              2,6-dimethyl-4-quinolyl                                                    300                                                                              2-methyl-6-chloro-4-quinolyl                                               301                                                                              2-methyl-6-fluoro-4-quinolyl                                               302                                                                              8-quinolyl                                                                 303                                                                              2-methyl-8-quinolyl                                                        304                                                                              5,7-dichloro-8-quinolyl                                                    305                                                                              4,6-dimethyl-2-pyrimidinyl                                                 306                                                                              4-trifluoromethyl-2-pyrimidinyl                                            307                                                                              4,5,6-trimethyl-2-pyrimidinyl                                              308                                                                              4-benzyl-6-methyl-2-pyrimidinyl                                            309                                                                              4-methyl-6-phenyl-2-pyrimidinyl                                            310                                                                              4,6-dimethyl-5-chloro-2-pyrimidinyl                                        311                                                                              2,6-dimethyl-4-pyrimidinyl                                                 312                                                                              2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                    313                                                                              2-iso-propyl-6-methyl-4-pyrimidinyl                                        314                                                                              2-cyclo-propyl-6-methyl-4-pyrimidinyl                                      315                                                                              2-methyl-6-methoxymethyl-4-pyrimidinyl                                     316                                                                              2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                 317                                                                              2-phenyl-4-pyrimidinyl                                                     318                                                                              3,5-dimethyl-4-pyrimidinyl                                                 319                                                                              2-methyl-6-trifluoromethyl-4-pyrimidinyl                                   320                                                                              2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                 321                                                                              2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                               322                                                                              2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                          323                                                                              2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                        324                                                                              2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                      325                                                                              2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     __________________________________________________________________________

                  TABLE 4                                                         ______________________________________                                         ##STR8##                                                                     No.   R                   mp (°C.)/IR (cm.sup.-1)                      ______________________________________                                        1     methyl                                                                  2     ethyl                                                                   3     n-propyl                                                                4     iso-propyl                                                              5     n-butyl                                                                 6     s-butyl                                                                 7     iso-butyl                                                               8     tert.-butyl                                                             9     pentyl                                                                  10    hexyl                                                                   11    phenyl                                                                  12    2-F-phenyl                                                              13    3-F-phenyl                                                              14    4-F-phenyl                                                              15    2-Cl-phenyl         1661, 1451, 1443, 1139,                                                       1115, 1043, 1035, 1024,                                                       846, 749                                            16    3-Cl-phenyl                                                             17    4-Cl-phenyl                                                             18    2-Br-phenyl                                                             19    3-Br-phenyl                                                             20    4-Br-phenyl                                                             21    2-I-phenyl                                                              22    3-I-phenyl                                                              23    4-I-phenyl                                                              24    2-CN-phenyl                                                             25    3-CN-phenyl                                                             26    4-CN-phenyl                                                             27    2,3-F.sub.2 -phenyl                                                     28    2,4-F.sub.2 -phenyl                                                     29    2,3-Cl.sub.2 -phenyl                                                    30    2,4-Cl.sub.2 -phenyl                                                    31    2,5-Cl.sub.2 -phenyl                                                    32    2,6-Cl.sub.2 -phenyl                                                    33    3,4-Cl.sub.2 -phenyl                                                    34    3,5-Cl.sub.2 -phenyl                                                    35    2,4-Br.sub.2 -phenyl                                                    36    2,5-Br.sub.2 -phenyl                                                    37    2,6-Br.sub.2 -phenyl                                                    38    2,4-I.sub.2 -phenyl                                                     39    2-Cl, 3-F-phenyl                                                        40    2-Cl, 4-F-phenyl                                                        41    2-Cl, 5-F-phenyl                                                        42    2-Cl, 6-F-phenyl                                                        43    2-Cl, 3-Br-phenyl                                                       44    2-Cl, 4-Br-phenyl                                                       45    2-Cl, 5-Br-phenyl                                                       46    2-Cl, 6-Br-phenyl                                                       47    2-Br, 3-Cl-phenyl                                                       48    2-Br, 4-Cl-phenyl                                                       49    2-Br, 3-F-phenyl                                                        50    2-Br, 4-F-phenyl                                                        51    2-Br, 5-F-phenyl                                                        52    2-Br, 6-F-phenyl                                                        53    2-F, 3-Cl-phenyl                                                        54    2-F, 4-Cl-phenyl                                                        55    2-F, 5-Cl-phenyl                                                        56    3-Cl, 4-F-phenyl                                                        57    3-Cl, 5-F-phenyl                                                        58    3-Cl, 4-Br-phenyl                                                       59    3-Cl, 5-Br-phenyl                                                       60    3-F, 4-Cl-phenyl                                                        61    3-F, 4-Br-phenyl                                                        62    3-Br, 4-Cl-phenyl                                                       63    3-Br, 4-F-phenyl                                                        64    2,4,6-F.sub.3 -phenyl                                                   65    2,3,4,-Cl.sub.3 -phenyl                                                 66    2,3,5-Cl.sub.3 -phenyl                                                  67    2,3,6-Cl.sub.3 -phenyl                                                  68    2,4,5-Cl.sub.3 -phenyl                                                  69    2,4,6-Cl.sub.3 -phenyl                                                  70    3,4,5-Cl.sub.3 -phenyl                                                  71    2,4,6-Br.sub.3 -phenyl                                                  72    2,6-Cl.sub.2 -4-Br-phenyl                                               73    2,3,4,6-Cl.sub.4 -phenyl                                                74    2,3,5,6-Cl.sub.4 -phenyl                                                75    F.sub.5 -phenyl                                                         76    Cl.sub.5 -phenyl                                                        77    Br.sub.5 -phenyl                                                        78    2-CH.sub.3 -phenyl                                                      79    3-CH.sub.3 -phenyl                                                      80    4-CH.sub.3 -phenyl                                                      81    2-C.sub.2 H.sub.5 -phenyl                                               82    3-C.sub.2 H.sub.5 -phenyl                                               83    4-C.sub.2 H.sub.5 -phenyl                                               84    2-n-C.sub.3 H.sub.7 -phenyl                                             85    3-n-C.sub.3 H.sub.7 -phenyl                                             86    4-n-C.sub.3 H.sub.7 -phenyl                                             87    2-i-C.sub.3 H.sub.7 -phenyl                                             88    3-i-C.sub.3 H.sub.7 -phenyl                                             89    4-i-C.sub.3 H.sub.7 -phenyl                                             90    2-s-C.sub.4 H.sub.9 -phenyl                                             91    3-s-C.sub.4 H.sub.9 -phenyl                                             92    4-s-C.sub.4 H.sub.9 -phenyl                                             93    2-t-C.sub.4 H.sub.9 -phenyl                                             94    3-t-C.sub.4 H.sub.9 -phenyl                                             95    4-t-C.sub.4 H.sub.9 -phenyl                                             96    2,3-(CH.sub.3).sub.2 -phenyl                                            97    2,4-(CH.sub.3).sub.2 -phenyl                                            98    2,5-(CH.sub.3).sub.2 -phenyl                                            99    2,6-(CH.sub.3).sub.2 -phenyl                                            100   3,4-(CH.sub.3).sub.2 -phenyl                                            101   3,5-(CH.sub.3).sub.2 -phenyl                                            102   2,3,4-(CH.sub.3).sub.3 -phenyl                                          103   2,3,5-(CH.sub.3).sub.3 -phenyl                                          104   2,3,6-(CH.sub.3).sub.3 -phenyl                                          105   2,4,5-(CH.sub.3).sub.3 -phenyl                                          106   2,4,6-(CH.sub.3).sub.3 -phenyl                                          107   3,4,5-(CH.sub.3).sub.3 -phenyl                                          108   2,3,4,6-(CH.sub.3).sub.4 -phenyl                                        109   2,3,5,6-(CH.sub.3).sub.4 -phenyl                                        110   (CH.sub.3).sub.5 -phenyl                                                111   2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                     112   2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                     113   3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                     114   2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                   115   2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   116   2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   117   3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   118   2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                 119   2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   120   2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   121   2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   122   2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   123   3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   124   2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                 125   2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                 126   2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                 127   2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                       128   2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                 129   2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                 130   2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 131   2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                 132   3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 133   2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                 134   2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl              135   2-cyclo-C.sub.6 H.sub.11 -phenyl                                        136   3-cyclo-C.sub.6 H.sub.11 -phenyl                                        137   4-cyclo-C.sub.6 H.sub.11 -phenyl                                        138   2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                  139   2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                            140   2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      141   3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      142   4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      143   2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                          144   2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                          145   2-C.sub.6 H.sub.5 -phenyl                                               146   3-C.sub.6 H.sub.5 -phenyl                                               147   4-C.sub.6 H.sub.5 -phenyl                                               148   4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                           149   4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                         150   2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                         151   2-Br, 4-C.sub.6 H.sub.5 -phenyl                                         152   2-C.sub.6 H.sub.5, 4-Cl-phenyl                                          153   2-C.sub.6 H.sub.5, 4-Br-phenyl                                          154   2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                 155   2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                 156   2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                157   2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                158   2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                   159   2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                   160   2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  161   2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  162   3-OCH.sub.3 -phenyl                                                     163   2,4-(OCH.sub.3).sub.2 -phenyl                                           164   2-CF.sub.3 -phenyl                                                      165   3-CF.sub.3 -phenyl                                                      166   4-CF.sub.3 -phenyl                                                      167   2-NO.sub.2 -phenyl                                                      168   3-NO.sub.2 -phenyl                                                      169   4-NO.sub.2 -phenyl                                                      170   2-CN-phenyl                                                             171   3-CN-phenyl                                                             172   4-CN-phenyl                                                             173   2-CH.sub.3, 3-Cl-phenyl                                                 174   2-CH.sub.3, 4-Cl-phenyl                                                 175   2-CH.sub.3, 5-Cl-phenyl                                                 176   2-CH.sub.3, 6-Cl-phenyl                                                 177   2-CH.sub.3, 3-F-phenyl                                                  178   2-CH.sub.3, 4-F-phenyl                                                  179   2-CH.sub.3, 5-F-phenyl                                                  180   2-CH.sub.3, 6-F-phenyl                                                  181   2-CH.sub.3, 3-Br-phenyl                                                 182   2-CH.sub.3, 4-Br-phenyl                                                 183   2-CH.sub.3, 5-Br-phenyl                                                 184   2-CH.sub.3, 6-Br-phenyl                                                 185   2-Cl, 3-CH.sub.3 -phenyl                                                186   2-Cl, 4-CH.sub.3 -phenyl                                                187   2-Cl, 5-CH.sub.3 -phenyl                                                188   2-Cl, 3-i-C.sub.3 H.sub.7                                               189   2-F, 3-CH.sub.3 -phenyl                                                 190   2-F, 4-CH.sub.3 -phenyl                                                 191   2-F, 5-CH.sub.3 -phenyl                                                 192   2-Br, 3-CH.sub.3 -phenyl                                                193   2-Br, 4-CH.sub.3 -phenyl                                                194   3-CH.sub.3, 4-Cl-phenyl                                                 195   3-CH.sub.3, 5-Cl-phenyl                                                 196   2-Br, 5-CH.sub.3 -phenyl                                                197   3-CH.sub.3, 4-F-phenyl                                                  198   3-CH.sub.3, 5-F-phenyl                                                  199   3-CH.sub.3, 4-Br-phenyl                                                 200   3-CH.sub.3, 5-Br-phenyl                                                 201   3-F, 4-CH.sub.3 -phenyl                                                 202   3-Cl, 4-CH.sub.3 -phenyl                                                203   3-Br, 4-CH.sub.3 -phenyl                                                204   2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                      205   2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                      206   2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                      207   2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                      208   2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                        209   2,6-F.sub.2, 4-CH.sub.3 -phenyl                                         210   2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                        211   2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                        212   2,4-F.sub.2, 6-CH.sub.3 -phenyl                                         213   2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                        214   2,6-(CH.sub.3).sub.2, 4-F-phenyl                                        215   2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                       216   2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                       217   3,5-(CH.sub.3).sub.2, 4-F-phenyl                                        218   3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                       219   3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                       220   2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                      221   2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                     222   2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                     223   2,4-(CH.sub.3).sub.2, 6-F-phenyl                                        224   2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                       225   2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                       226   2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                           227   2-Cl, 4-NO.sub.2 -phenyl                                                228   2-NO.sub.2, 4-Cl-phenyl                                                 229   2-OCH.sub.3, 5-NO.sub.2 -phenyl                                         230   2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                        231   2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                        232   2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                        233   2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                        234   2,6-J.sub.2, 4-NO.sub.2 -phenyl                                         235   2-C.sub.6 H.sub.5 O-phenyl                                              236   3-C.sub.6 H.sub.5 O-phenyl                                              237   4-C.sub.6 H.sub.5 O-phenyl                                              238   3-t-C.sub.4 H.sub.9 O-phenyl                                            239   4-t-C.sub.4 H.sub.9 O-phenyl                                            240   1-naphthyl                                                              241   2-naphthyl                                                              242   2-pyridyl                                                               243   6-methyl-2-pyridyl  89-94° C.                                    244   6-ethyl-2-pyridyl                                                       245   6-n-propyl-2-pyridyl                                                    246   6-iso-propyl-2-pyridyl                                                  247   6-n-butyl-2-pyridyl                                                     248   6-tert.-butyl-2-pyridyl                                                 249   6-n-pentyl-2-pyridyl                                                    250   6-n-hexyl-2-pyridyl                                                     251   6-phenyl-2-pyridyl                                                      252   6-benzyl-2-pyridyl                                                      253   6-trifluoromethyl-2-pyridyl                                             254   6-methoxy-2-pyridyl                                                     255   6-chloro-2-pyridyl                                                      256   3,6-dimethyl-2-pyridyl                                                  257   3,6-diethyl-2-pyridyl                                                   258   4,6-dimethyl-2-pyridyl                                                  259   5,6-dimethyl-2-pyridyl                                                  260   4-phenyl-6-methyl-2-pyridyl                                             261   4,6-diphenyl-2-pyridyl                                                  262   3,4-dichloro-6-methyl-2-pyridyl                                         263   3,4,5-trichloro-6-phenyl-2-pyridyl                                      264   4-trifluoromethyl-6-methyl-                                                   2-pyridyl                                                               265   3-cyano-6-methyl-2-pyridyl                                              266   3-cyano-6-ethyl-2-pyridyl                                               267   3-cyano-6-n-propyl-2-pyridyl                                            268   3-cyano-6-iso-propyl-2-pyridyl                                          269   3-cyano-6-cyclo-propyl-2-pyridyl                                        270   3-cyano-6-n-butyl-2-pyridyl                                             271   3-cyano-6-tert.-butyl-2-pyridyl                                         272   3-cyano-6-cyclo-hexyl-2-pyridyl                                         273   3-cyano-6-phenyl-2-pyridyl                                              274   3-cyano-4,6-dimethyl-2-pyridyl                                          275   3,5,6-trichloro-2-pyridyl                                               276   5-trifluoromethyl-2-pyridyl                                             277   3-chloro-5-trifluoromethyl-                                                   2-pyridyl                                                               278   2-quinolyl                                                              279   3-methyl-2-quinolyl                                                     280   4-methyl-2-quinolyl                                                     281   4-ethyl-2-quinolyl                                                      282   4-phenyl-2-quinolyl                                                     283   6-methyl-2-quinolyl                                                     284   6-chloro-2-quinolyl                                                     285   8-methyl-2-quinolyl                                                     286   8-chloro-2-quinolyl                                                     287   3,4-dimethyl-2-quinolyl                                                 288   4-methyl-8-methoxy-2-quinolyl                                           289   4-phenyl-8-ethoxy-2-quinolyl                                            290   4-methyl-8-chloro-2-quinolyl                                            291   4-methyl-8-fluoro-2-quinolyl                                            292   4-quinolyl                                                              293   2-methyl-4-quinolyl                                                     294   2-trifluoromethyl-4-quinolyl                                            295   2-iso-propyl-4-quinolyl                                                 296   2-n-pentyl-4-quinolyl                                                   297   2-phenyl-4-quinolyl                                                     298   2,6-dimethyl-4-quinolyl                                                 299   2-methyl-6-chloro-4-quinolyl                                            300   2-methyl-6-fluoro-4-quinolyl                                            301   8-quinolyl                                                              302   2-methyl-8-quinolyl                                                     303   5,7-dichloro-8-quinolyl                                                 304   4,6-dimethyl-2-pyrimidinyl                                              305   4-trifluoromethyl-2-pyrimidinyl                                         306   4,5,6-trimethyl-2-pyrimidinyl                                           307   4-benzyl-6-methyl-2-pyrimidinyl                                         308   4-methyl-6-phenyl-2-pyrimidinyl                                         309   4,6-dimethyl-5-chloro-                                                        2-pyrimidinyl                                                           310   2,6-dimethyl-4-pyrimidinyl                                              311   2,6-bis-(trifluoromethyl)-                                                    4-pyrimidinyl                                                           312   2-iso-propyl-6-methyl-                                                        4-pyrimidinyl                                                           313   2-cyclo-propyl-6-methyl-                                                      4-pyrimidinyl                                                           314   2-methyl-6-methoxymethyl-                                                     4-pyrimidinyl                                                           315   2-iso-propyl-6-methoxymethyl-                                                 4-pyrimidinyl                                                           316   2-phenyl-4-pyrimidinyl                                                  317   3,5-dimethyl-4-pyrimidinyl                                              318   2-methyl-6-trifluoromethyl-                                                   4-pyrimidinyl                                                           319   2-n-propyl-6-trifluoromethyl-                                                 4-pyrimidinyl                                                           320   2-iso-propyl-6-trifluoromethyl-                                               4-pyrimidinyl                                                           321   2-methyl-5-chloro-6-trifluoro-                                                methyl-4-pyrimidinyl                                                    322   2-n-propyl-5-chloro-6-trifluoro-                                              methyl-4-pyrimidinyl                                                    323   2-iso-propyl-5-chloro-6-trifluoro-                                            methyl-4-pyrimidinyl                                                    324   2-tert.-butyl-5-chloro-6-trifluoro-                                           methyl-4-pyrimidinyl                                                    325   6-EtO-benzothiazol-2-yl                                                 326   benzoxazol-2-yl                                                         327   1-Me-imidazol-2-yl                                                      328   4-but-1H-imidazol-2-yl                                                  329   2-thiazolin-2-yl                                                        330   5-CF.sub.3 -benzimidazol-2-yl                                           331   1-Ph-tetrazol-5-yl                                                      332   5-CF.sub.3 -benzothiazol-2-yl                                           333   4,4-Me.sub.2 -5-methylene-2-                                                  thiazolin-2-yl                                                          334   6-Cl-4-Me-benzothiazol-2-yl                                             335   5-Me-benzothiazol-2-yl                                                  336   4-Cl-benzothiazol-2-yl                                                  337   1-(3-NO.sub.2Ph)tetrazol-5-yl                                           338   2-thienyl                                                               339   5-Me-benzoxazol-2-yl                                                    340   7-Cl-benzothiazol-2-yl                                                  341   5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                      342   5-Cl-benzoxazol-2-yl                                                    343   6-Cl-benzothiazol-2-yl                                                  344   2-Ph-thiazol-2-yl                                                       345   3-CN-4,6-Me.sub.2 -2-pyridyl                                            346   1-Ph-1,2,4-triazol-3-yl                                                 347   1-Pri-benzimidazol-2-yl                                                 348   5-Br-benzothiazol-2-yl                                                  349   5-Br-1H-benzimidazol-2-yl                                               350   7-Cl-4-MeO-benzothiazol-2-yl                                            351   1H-benzimidazol-2-yl                                                    352   5-Cl-benzothiazol-2-yl                                                  353   5-NO.sub.2 -benzoxazol-2-yl                                             354   5-t-Bu-benzoxazol-2-yl                                                  355   4,6,7-Cl.sub.3 -benzothiozol-2-yl                                       356   5-Ph-thiazol-2-yl                                                       357   5,7-Me.sub.2 -benzoxazol-2-yl                                           358   6-Me-benzoxazol-2-yl                                                    359   1,2,4-triazin-3-yl                                                      360   6-Pr-benzothiazol-2-yl                                                  361   6-PhO-benzothiazol-2-yl                                                 362   4-(4-ClPh)-thiazol-2-yl                                                 363   4-(4-MePh)-thiazol-2-yl                                                 364   5-Me-4-Ph-thiazol-2-yl                                                  365   5-Cl-1-H-benzimidazol-2-yl                                              366   5-Ph-1,2,4-triazol-3-yl                                                 367   3-Ph-1,2,4-thiadiazol-5-yl                                              ______________________________________                                    

                  TABLE 5                                                         ______________________________________                                         ##STR9##                                                                     No.          R           mp(°C.)/IR(cm.sup.-1)                         ______________________________________                                         1           H                                                                 2           methyl                                                            3           ethyl                                                             4           n-propyl                                                          5           i-propyl                                                          6           n-butyl                                                           7           i-butyl                                                           8           s-butyl                                                           9           t-butyl                                                          10           pentyl                                                           11           hexyl                                                            12           phenyl                                                           13           1-naphthyl                                                       14           2-naphthyl                                                       15           3-phenanthrenyl                                                  16           2-fluorophenyl                                                   17           3-fluorophenyl                                                   18           4-fluorophenyl                                                   19           2-chlorophenyl                                                   20           3-chlorophenyl                                                   21           4-chlorophenyl                                                   22           2-bromophenyl                                                    23           3-bromophenyl                                                    24           4-bromophenyl                                                    25           2-iodophenyl                                                     26           3-iodophenyl                                                     27           4-iodophenyl                                                     28           2-NO.sub.2 -phenyl                                               29           3-NO.sub.3 -phenyl                                               30           4-NO.sub.2 -phenyl                                               31           2-CH.sub.3 -phenyl                                               32           3-CH.sub.3 -phenyl                                               33           4-CH.sub.3 -phenyl                                               34           2-OMe-phenyl                                                     35           3-OMe-phenyl                                                     36           4-OMe-phenyl                                                     37           2-CF.sub.3 -phenyl                                               38           3-CF.sub.3 -phenyl                                               39           4-CF.sub.3 -phenyl                                               40           2-Ph-phenyl                                                      41           3-Ph-phenyl                                                      42           4-Ph-phenyl                                                      43           2-PhO-phenyl                                                     44           3-PhO-phenyl                                                     45           4-PhO-phenyl                                                     46           2-pyridyl                                                        47           2-pyrimidyl                                                      48           2-quinalinyl                                                     49           2-pyrryl                                                         50           2-thienyl                                                        51           2-furyl                                                          52           2-imidazolyl                                                     ______________________________________                                    

                  TABLE 6                                                         ______________________________________                                         ##STR10##                                                                    No.          R           mp(°C.)/IR(cm.sup.-1)                         ______________________________________                                         1           H                                                                 2           methyl                                                            3           ethyl                                                             4           n-propyl                                                          5           i-propyl                                                          6           n-butyl                                                           7           i-butyl                                                           8           s-butyl                                                           9           t-butyl                                                          10           pentyl                                                           11           hexyl                                                            12           phenyl                                                           13           1-naphthyl                                                       14           2-naphthyl                                                       15           3-phenanthrenyl                                                  16           2-fluorophenyl                                                   17           3-fluorophenyl                                                   18           4-fluorophenyl                                                   19           2-chlorophenyl                                                   20           3-chlorophenyl                                                   21           4-chlorophenyl                                                   22           2-bromophenyl                                                    23           3-bromophenyl                                                    24           4-bromophenyl                                                    25           2-iodophenyl                                                     26           3-iodophenyl                                                     27           4-iodophenyl                                                     28           2-NO.sub.2 -phenyl                                               29           3-NO.sub.3 -phenyl                                               30           4-NO.sub.2 -phenyl                                               31           2-CH.sub.3 -phenyl                                               32           3-CH.sub.3 -phenyl                                               33           4-CH.sub.3 -phenyl                                               34           2-OMe-phenyl                                                     35           3-OMe-phenyl                                                     36           4-OMe-phenyl                                                     37           2-CF.sub.3 -phenyl                                               38           3-CF.sub.3 -phenyl                                               39           4-CF.sub.3 -phenyl                                               40           2-Ph-phenyl                                                      41           3-Ph-phenyl                                                      42           4-Ph-phenyl                                                      43           2-PhO-phenyl                                                     44           3-PhO-phenyl                                                     45           4-PhO-phenyl                                                     46           2-pyridyl                                                        47           2-pyrimidyl                                                      48           2-quinalinyl                                                     49           2-pyrryl                                                         50           2-thienyl                                                        51           2-furyl                                                          52           2-imidazolyl                                                     ______________________________________                                    

                  TABLE 7                                                         ______________________________________                                         ##STR11##                                                                    No.          R           mp(°C.)/IR(cm.sup.-1)                         ______________________________________                                         1           H                                                                 2           methyl                                                            3           ethyl                                                             4           n-propyl                                                          5           i-propyl                                                          6           n-butyl                                                           7           i-butyl                                                           8           s-butyl                                                           9           t-butyl                                                          10           pentyl                                                           11           hexyl                                                            12           phenyl                                                           13           1-naphthyl                                                       14           2-naphthyl                                                       15           3-phenanthrenyl                                                  16           2-fluorophenyl                                                   17           3-fluorophenyl                                                   18           4-fluorophenyl                                                   19           2-chlorophenyl                                                   20           3-chlorophenyl                                                   21           4-chlorophenyl                                                   22           2-bromophenyl                                                    23           3-bromophenyl                                                    24           4-bromophenyl                                                    25           2-iodophenyl                                                     26           3-iodophenyl                                                     27           4-iodophenyl                                                     28           2-NO.sub.2 -phenyl                                               29           3-NO.sub.3 -phenyl                                               30           4-NO.sub.2 -phenyl                                               31           2-CH.sub.3 -phenyl                                               32           3-CH.sub.3 -phenyl                                               33           4-CH.sub.3 -phenyl                                               34           2-OMe-phenyl                                                     35           3-OMe-phenyl                                                     36           4-OMe-phenyl                                                     37           2-CF.sub.3 -phenyl                                               38           3-CF.sub.3 -phenyl                                               39           4-CF.sub.3 -phenyl                                               40           2-Ph-phenyl                                                      41           3-Ph-phenyl                                                      42           4-Ph-phenyl                                                      43           2-PhO-phenyl                                                     44           3-PhO-phenyl                                                     45           4-PhO-phenyl                                                     46           2-pyridyl                                                        47           2-pyrimidyl                                                      48           2-quinalinyl                                                     49           2-pyrryl                                                         50           2-thienyl                                                        51           2-furyl                                                          52           2-imidazolyl                                                     ______________________________________                                    

                  TABLE 8                                                         ______________________________________                                         ##STR12##                                                                    No.          R           mp(°C.)/IR(cm.sup.-1)                         ______________________________________                                         1           H                                                                 2           methyl                                                            3           ethyl                                                             4           n-propyl                                                          5           i-propyl                                                          6           n-butyl                                                           7           i-butyl                                                           8           s-butyl                                                           9           t-butyl                                                          10           pentyl                                                           11           hexyl                                                            12           phenyl                                                           13           1-naphthyl                                                       14           2-naphthyl                                                       15           3-phenanthrenyl                                                  16           2-fluorophenyl                                                   17           3-fluorophenyl                                                   18           4-fluorophenyl                                                   19           2-chlorophenyl                                                   20           3-chlorophenyl                                                   21           4-chlorophenyl                                                   22           2-bromophenyl                                                    23           3-bromophenyl                                                    24           4-bromophenyl                                                    25           2-iodophenyl                                                     26           3-iodophenyl                                                     27           4-iodophenyl                                                     28           2-NO.sub.2 -phenyl                                               29           3-NO.sub.3 -phenyl                                               30           4-NO.sub.2 -phenyl                                               31           2-CH.sub.3 -phenyl                                               32           3-CH.sub.3 -phenyl                                               33           4-CH.sub.3 -phenyl                                               34           2-OMe-phenyl                                                     35           3-OMe-phenyl                                                     36           4-OMe-phenyl                                                     37           2-CF.sub.3 -phenyl                                               38           3-CF.sub.3 -phenyl                                               39           4-CF.sub.3 -phenyl                                               40           2-Ph-phenyl                                                      41           3-Ph-phenyl                                                      42           4-Ph-phenyl                                                      43           2-PhO-phenyl                                                     44           3-PhO-phenyl                                                     45           4-PhO-phenyl                                                     46           2-pyridyl                                                        47           2-pyrimidyl                                                      48           2-quinalinyl                                                     49           2-pyrryl                                                         50           2-thienyl                                                        51           2-furyl                                                          52           2-imidazolyl                                                     ______________________________________                                    

                  TABLE 9                                                         ______________________________________                                         ##STR13##                                                                    No.          R           mp(°C.)/IR(cm.sup.-1)                         ______________________________________                                         1           H                                                                 2           methyl                                                            3           ethyl                                                             4           n-propyl                                                          5           i-propyl                                                          6           n-butyl                                                           7           i-butyl                                                           8           s-butyl                                                           9           t-butyl                                                          10           pentyl                                                           11           hexyl                                                            12           phenyl                                                           13           1-naphthyl                                                       14           2-naphthyl                                                       15           3-phenanthrenyl                                                  16           2-fluorophenyl                                                   17           3-fluorophenyl                                                   18           4-fluorophenyl                                                   19           2-chlorophenyl                                                   20           3-chlorophenyl                                                   21           4-chlorophenyl                                                   22           2-bromophenyl                                                    23           3-bromophenyl                                                    24           4-bromophenyl                                                    25           2-iodophenyl                                                     26           3-iodophenyl                                                     27           4-iodophenyl                                                     28           2-NO.sub.2 -phenyl                                               29           3-NO.sub.2 -phenyl                                               30           4-NO.sub.2 -phenyl                                               31           2-CH.sub.3 -phenyl                                               32           3-CH.sub.3 -phenyl                                               33           4-CH.sub.3 -phenyl                                               34           2-OMe-phenyl                                                     35           3-OMe-phenyl                                                     36           4-OMe-phenyl                                                     37           2-CF.sub.3 -phenyl                                               38           3-CF.sub.3 -phenyl                                               39           4-CF.sub.3 -phenyl                                               40           2-Ph-phenyl                                                      41           3-Ph-phenyl                                                      42           4-Ph-phenyl                                                      43           2-PhO-phenyl                                                     44           3-PhO-phenyl                                                     45           4-PhO-phenyl                                                     46           2-pyridyl                                                        47           2-pyrimidyl                                                      48           2-quinalinyl                                                     49           2-pyrryl                                                         50           2-thienyl                                                        51           2-furyl                                                          52           2-imidazolyl                                                     ______________________________________                                    

                  TABLE 10                                                        ______________________________________                                         ##STR14##                                                                                                   mp(°C.)/                                No.   R                        IR(cm.sup.-1)                                  ______________________________________                                        1     methyl                                                                  2     ethyl                                                                   3     n-propyl                                                                4     iso-propyl                                                              5     n-butyl                                                                 6     s-butyl                                                                 7     iso-butyl                                                               8     tert.-butyl                                                             9     pentyl                                                                  10    hexyl                                                                   11    phenyl                                                                  12    2-F-phenyl                                                              13    3-F-phenyl                                                              14    4-F-phenyl                                                              15    2-Cl-phenyl                                                             16    3-Cl-phenyl                                                             17    4-Cl-phenyl                                                             18    2-Br-phenyl                                                             19    3-Br-phenyl                                                             20    4-Br-phenyl                                                             21    2-I-phenyl                                                              22    3-I-phenyl                                                              23    4-I-phenyl                                                              24    2-CN-phenyl                                                             25    3-CN-phenyl                                                             26    4-CN-phenyl                                                             27    2,3-F.sub.2 -phenyl                                                     28    2,4-F.sub.2 -phenyl                                                     29    2,3-Cl.sub.2 -phenyl                                                    30    2,4-Cl.sub.2 -phenyl                                                    31    2,5-Cl.sub.2 -phenyl                                                    32    2,6-Cl.sub.2 -phenyl                                                    33    3,4-Cl.sub.2 -phenyl                                                    34    3,5-Cl.sub.2 -phenyl                                                    35    2,4-Br.sub.2 -phenyl                                                    36    2,5-Br.sub.2 -phenyl                                                    37    2,6-Br.sub.2 -phenyl                                                    38    2,4-I.sub.2 -phenyl                                                     39    2-Cl, 3-F-phenyl                                                        40    2-Cl, 4-F-phenyl                                                        41    2-Cl, 5-F-phenyl                                                        42    2-Cl, 6-F-phenyl                                                        43    2-Cl, 3-Br-phenyl                                                       44    2-Cl, 4-Br-phenyl                                                       45    2-Cl, 5-Br-phenyl                                                       46    2-Cl, 6-Br-phenyl                                                       47    2-Br, 3-Cl-phenyl                                                       48    2-Br, 4-Cl-phenyl                                                       49    2-Br, 3-F-phenyl                                                        50    2-Br, 4-F-phenyl                                                        51    2-Br, 5-F-phenyl                                                        52    2-Br, 6-F-phenyl                                                        53    2-F, 3-Cl-phenyl                                                        54    2-F, 4-Cl-phenyl                                                        55    2-F, 5-Cl-phenyl                                                        56    3-Cl, 4-F-phenyl                                                        57    3-Cl, 5-F-phenyl                                                        58    3-Cl, 4-Br-phenyl                                                       59    3-Cl, 5-Br-phenyl                                                       60    3-F, 4-Cl-phenyl                                                        61    3-F, 4-Br-phenyl                                                        62    3-Br, 4-Cl-phenyl                                                       63    3-Br, 4-F-phenyl                                                        64    2,4,6-F.sub.3 -phenyl                                                   65    2,3,4,-Cl.sub.3 -phenyl                                                 66    2,3,5-Cl.sub.3 -phenyl                                                  67    2,3,6-Cl.sub.3 -phenyl                                                  68    2,4,5-Cl.sub.3 -phenyl                                                  69    2,4,6-Cl.sub.3 -phenyl                                                  70    3,4,5-Cl.sub.3 -phenyl                                                  71    2,4,6-Br.sub.3 -phenyl                                                  72    2,6-Cl.sub.2 -4-Br-phenyl                                               73    2,3,4,6-Cl.sub.4 -phenyl                                                74    2,3,5,6-Cl.sub.4 -phenyl                                                75    F.sub.5 -phenyl                                                         76    Cl.sub.5 -phenyl                                                        77    Br.sub.5 -phenyl                                                        78    2-CH.sub.3 -phenyl                                                      79    3-CH.sub.3 -phenyl                                                      80    4-CH.sub.3 -phenyl                                                      81    2-C.sub.2 H.sub.5 -phenyl                                               82    3-C.sub.2 H.sub.5 -phenyl                                               83    4-C.sub.2 H.sub.5 -phenyl                                               84    2-n-C.sub.3 H.sub.7 -phenyl                                             85    3-n-C.sub.3 H.sub.7 -phenyl                                             86    4-n-C.sub.3 H.sub.7 -phenyl                                             87    2-i-C.sub.3 H.sub.7 -phenyl                                             88    3-i-C.sub.3 H.sub.7 -phenyl                                             89    4-i-C.sub.3 H.sub.7 -phenyl                                             90    2-s-C.sub.4 H.sub.9 -phenyl                                             91    3-s-C.sub.4 H.sub.9 -phenyl                                             92    4-s-C.sub.4 H.sub.9 -phenyl                                             93    2-t-C.sub.4 H.sub.9 -phenyl                                             94    3-t-C.sub.4 H.sub.9 -phenyl                                             95    4-t-C.sub.4 H.sub.9 -phenyl                                             96    2,3-(CH.sub.3).sub.2 -phenyl                                            97    2,4-(CH.sub.3).sub.2 -phenyl                                            98    2,5-(CH.sub.3).sub.2 -phenyl                                            99    2,6-(CH.sub. 3).sub.2 -phenyl                                           100   3,4-(CH.sub.3).sub.2 -phenyl                                            101   3,5-(CH.sub.3).sub.2 -phenyl                                            102   2,3,4-(CH.sub.3).sub.3 -phenyl                                          103   2,3,5-(CH.sub.3).sub.3 -phenyl                                          104   2,3,6-(CH.sub.3).sub.3 -phenyl                                          105   2,4,5-(CH.sub.3).sub.3 -phenyl                                          106   2,4,6-(CH.sub.3).sub.3 -phenyl                                          107   3,4,5-(CH.sub.3).sub.3 -phenyl                                          108   2,3,4,6-(CH.sub.3).sub.4 -phenyl                                        109   2,3,5,6-(CH.sub.3).sub.4 -phenyl                                        110   (CH.sub.3).sub.5 -phenyl                                                111   2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                     112   2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                     113   3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                     114   2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                   115   2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   116   2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   117   3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   118   2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                 119   2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   120   2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   121   2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   122   2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   123   3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   124   2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                 125   2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                 126   2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                 127   2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                       128   2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                 129   2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                 130   2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 131   2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                 132   3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 133   2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                 134   2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl              135   2-cyclo-C.sub.6 H.sub.11 -phenyl                                        136   3-cyclo-C.sub.6 H.sub.11 -phenyl                                        137   4-cyclo-C.sub.6 H.sub.11 -phenyl                                        138   2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                  139   2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                            140   2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      141   3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      142   4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      143   2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                          144   2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                          145   2-C.sub.6 H.sub.5 -phenyl                                               146   3-C.sub.6 H.sub.5 -phenyl                                               147   4-C.sub.6 H.sub.5 -phenyl                                               148   4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                           149   4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                         150   2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                         151   2-Br, 4-C.sub.6 H.sub.5 -phenyl                                         152   2-C.sub.6 H.sub.5, 4-Cl-phenyl                                          153   2-C.sub.6 H.sub.5, 4-Br-phenyl                                          154   2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                 155   2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                 156   2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                157   2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                158   2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                   159   2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                   160   2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  161   2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  162   2-OCH.sub.3 -phenyl                                                     163   3-OCH.sub.3 -phenyl                                                     164   4-OCH.sub.3 -phenyl                                                     165   2,4-(OCH.sub.3).sub.2 -phenyl                                           166   2-CF.sub.3 -phenyl                                                      167   3-CF.sub.3 -phenyl                                                      168   4-CF.sub.3 -phenyl                                                      169   2-NO.sub.2 -phenyl                                                      170   3-NO.sub.2 -phenyl                                                      171   4-NO.sub.2 -phenyl                                                      172   2-CN-phenyl                                                             173   3-CN-phenyl                                                             174   4-CN-phenyl                                                             175   2-CH.sub.3, 3-Cl-phenyl                                                 176   2-CH.sub.3, 4-Cl-phenyl                                                 177   2-CH.sub.3, 5-Cl-phenyl                                                 178   2-CH.sub.3, 6-Cl-phenyl                                                 179   2-CH.sub.3, 3-F-phenyl                                                  180   2-CH.sub.3, 4-F-phenyl                                                  181   2-CH.sub.3, 5-F-phenyl                                                  182   2-CH.sub.3, 6-F-phenyl                                                  183   2-CH.sub.3, 3-Br-phenyl                                                 184   2-CH.sub.3, 4-Br-phenyl                                                 185   2-CH.sub.3, 5-Br-phenyl                                                 186   2-CH.sub.3, 6-Br-phenyl                                                 187   2-Cl, 3-CH.sub.3 -phenyl                                                188   2-Cl, 4-CH.sub.3 -phenyl                                                189   2-Cl, 5-CH.sub.3 -phenyl                                                190   2-Cl, 3-i-C.sub.3 H.sub.7                                               191   2-F, 3-CH.sub.3 -phenyl                                                 192   2-F, 4-CH.sub.3 -phenyl                                                 193   2-F, 5-CH.sub.3 -phenyl                                                 194   2-Br, 3-CH.sub.3 -phenyl                                                195   2-Br, 4-CH.sub.3 -phenyl                                                196   3-CH.sub.3, 4-Cl-phenyl                                                 197   3-CH.sub.3, 5-Cl-phenyl                                                 198   2-Br, 5-CH.sub.3 -phenyl                                                199   3-CH.sub.3, 4-F-phenyl                                                  200   3-CH.sub.3, 5-F-phenyl                                                  201   3-CH.sub.3, 4-Br-phenyl                                                 202   3-CH.sub.3, 5-Br-phenyl                                                 203   3-F, 4-CH.sub.3 -phenyl                                                 204   3-Cl, 4-CH.sub.3 -phenyl                                                205   3-Br, 4-CH.sub.3 -phenyl                                                206   2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                      207   2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                      208   2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                      209   2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                      210   2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                        211   2,6-F.sub.2, 4-CH.sub.3 -phenyl                                         212   2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                        213   2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                        214   2,4-F.sub.2, 6-CH.sub.3 -phenyl                                         215   2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                        216   2,6-(CH.sub.3).sub.2, 4-F-phenyl                                        217   2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                       218   2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                       219   3,5-(CH.sub.3).sub.2, 4-F-phenyl                                        220   3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                       221   3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                       222   2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                      223   2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                     224   2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                     225   2,4-(CH.sub.3).sub.2, 6-F-phenyl                                        226   2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                       227   2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                       228   2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                           229   2-Cl, 4-NO.sub.2 -phenyl                                                230   2-NO.sub.2, 4-Cl-phenyl                                                 231   2-OCH.sub.3, 5-NO.sub.2 -phenyl                                         232   2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                        233   2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                        234   2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                        235   2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                        236   2,6-I.sub.2, 4-NO.sub.2 -phenyl                                         237   2-C.sub.6 H.sub.5 O-phenyl                                              238   3-C.sub.6 H.sub.5 O-phenyl                                              239   4-C.sub.6 H.sub.5 O-phenyl                                              240   3-t-C.sub.4 H.sub.9 O-phenyl                                            241   4-t-C.sub.4 H.sub.9 O-phenyl                                            242   1-naphthyl                                                              243   2-naphthyl                                                              244   2-pyridyl                                                               245   6-methyl-2-pyridyl                                                      246   6-ethyl-2-pyridyl                                                       247   6-n-propyl-2-pyridyl                                                    248   6-iso-propyl-2-pyridyl                                                  249   6-n-butyl-2-pyridyl                                                     250   6-tert.-butyl-2-pyridyl                                                 251   6-n-pentyl-2-pyridyl                                                    252   6-n-hexyl-2-pyridyl                                                     253   6-phenyl-2-pyridyl                                                      254   6-benzyl-2-pyridyl                                                      255   6-trifluoromethyl-2-pyridyl                                             256   6-methoxy-2-pyridyl                                                     257   6-chloro-2-pyridyl                                                      258   3,6-dimethyl-2-pyridyl                                                  259   3,6-diethyl-2-pyridyl                                                   260   4,6-dimethyl-2-pyridyl                                                  261   5,6-dimethyl-2-pyridyl                                                  262   4-phenyl-6-methyl-2-pyridyl                                             263   4,6-diphenyl-2-pyridyl                                                  264   3,4-dichloro-6-methyl-2-pyridyl                                         265   3,4,5-trichloro-6-phenyl-2-pyridyl                                      266   4-trifluoromethyl-6-methyl-2-pyridyl                                    267   3-cyano-6-methyl-2-pyridyl                                              268   3-cyano-6-ethyl-2-pyridyl                                               269   3-cyano-6-n-propyl-2-pyridyl                                            270   3-cyano-6-iso-propyl-2-pyridyl                                          271   3-cyano-6-cyclo-propyl-2-pyridyl                                        272   3-cyano-6-n-butyl-2-pyridyl                                             273   3-cyano-6-tert.-butyl-2-pyridyl                                         274   3-cyano-6-cyclo-hexyl-2-pyridyl                                         275   3-cyano-6-phenyl-2-pyridyl                                              276   3-cyano-4,6-dimethyl-2-pyridyl                                          277   3,5,6-trichloro-2-pyridyl                                               278   5-trifluoromethyl-2-pyridyl                                             279   3-chloro-5-trifluoromethyl-2-pyridyl                                    280   2-quinolyl                                                              281   3-methyl-2-quinolyl                                                     282   4-methyl-2-quinolyl                                                     283   4-ethyl-2-quinolyl                                                      284   4-phenyl-2-quinolyl                                                     285   6-methyl-2-quinolyl                                                     286   6-chloro-2-quinolyl                                                     287   8-methyl-2-quinolyl                                                     288   8-chloro-2-quinolyl                                                     289   3,4-dimethyl-2-quinolyl                                                 290   4-methyl-8-methoxy-2-quinolyl                                           291   4-phenyl-8-ethoxy-2-quinolyl                                            292   4-methyl-8-chloro-2-quinolyl                                            293   4-methyl-8-fluoro-2-quinolyl                                            294   4-quinolyl                                                              295   2-methyl-4-quinolyl                                                     296   2-trifluoromethyl-4-quinolyl                                            297   2-iso-propyl-4-quinolyl                                                 298   2-n-pentyl-4-quinolyl                                                   299   2-phenyl-4-quinolyl                                                     300   2,6-dimethyl-4-quinolyl                                                 301   2-methyl-6-chloro-4-quinolyl                                            302   2-methyl-6-fluoro-4-quinolyl                                            303   8-quinolyl                                                              304   2-methyl-8-quinolyl                                                     305   5,7-dichloro-8-quinolyl                                                 306   4,6-dimethyl-2-pyrimidinyl                                              307   4-trifluoromethyl-2-pyrimidinyl                                         308   4,5,6-trimethyl-2-pyrimidinyl                                           309   4-benzyl-6-methyl-2-pyrimidinyl                                         310   4-methyl-6-phenyl-2-pyrimidinyl                                         311   4,6-dimethyl-5-chloro-2-pyrimidinyl                                     312   2,6-dimethyl-4-pyrimidinyl                                              313   2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                 314   2-iso-propyl-6-methyl-4-pyrimidinyl                                     315   2-cyclo-propyl-6-methyl-4-pyrimidinyl                                   316   2-methyl-6-methoxymethyl-4-pyrimidinyl                                  317   2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                              318   2-phenyl-4-pyrimidinyl                                                  319   3,5-dimethyl-4-pyrimidinyl                                              320   2-methyl-6-trifluoromethyl-4-pyrimidinyl                                321   2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                              322   2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                            323   2-methyl-5-chloro-6-trifluoromethyl-                                          4-pyrimidinyl                                                           324   2-n-propyl-5-chloro-6-trifluoromethyl-                                        4-pyrimidinyl                                                           325   2-iso-propyl-5-chloro-6-trifluoromethyl-                                      4-pyrimidinyl                                                           326   2-tert.-butyl-5-chloro-6-trifluoromethyl-                                     4-pyrimidinyl                                                           ______________________________________                                    

                  TABLE 11                                                        ______________________________________                                         ##STR15##                                                                    No.  R                     mp(°C.)/IR(cm.sup.-1)                       ______________________________________                                         1   methyl                                                                    2   ethyl                                                                     3   n-propyl                                                                  4   iso-propyl                                                                5   n-butyl                                                                   6   s-butyl                                                                   7   iso-butyl                                                                 8   tert.-butyl                                                               9   pentyl                                                                    10  hexyl                                                                     11  phenyl                                                                    12  2-F-phenyl                                                                13  3-F-phenyl                                                                14  4-F-phenyl                                                                15  2-Cl-phenyl                                                               16  3-Cl-phenyl                                                               17  4-Cl-phenyl                                                               18  2-Br-phenyl                                                               19  3-Br-phenyl                                                               20  4-Br-phenyl                                                               21  2-I-phenyl                                                                22  3-I-phenyl                                                                23  4-I-phenyl                                                                24  2-CN-phenyl                                                               25  3-CN-phenyl                                                               26  4-CN-phenyl                                                               27  2,3-F.sub.2 -phenyl                                                       28  2,4-F.sub.2 -phenyl                                                       29  2,3-Cl.sub.2 -phenyl                                                      30  2,4-Cl.sub.2 -phenyl                                                      31  2,5-Cl.sub.2 -phenyl                                                      32  2,6-Cl.sub.2 -phenyl                                                      33  3,4-Cl.sub.2 -phenyl                                                      34  3,5-Cl.sub.2 -phenyl                                                      35  2,4-Br.sub.2 -phenyl                                                      36  2,5-Br.sub.2 -phenyl                                                      37  2,6-Br.sub.2 -phenyl                                                      38  2,4-I.sub.2 -phenyl                                                       39  2-Cl, 3-F-phenyl                                                          40  2-Cl, 4-F-phenyl                                                          41  2-Cl, 5-F-phenyl                                                          42  2-Cl, 6-F-phenyl                                                          43  2-Cl, 3-Br-phenyl                                                         44  2-Cl, 4-Br-phenyl                                                         45  2-Cl, 5-Br-phenyl                                                         46  2-Cl, 6-Br-phenyl                                                         47  2-Br, 3-Cl-phenyl                                                         48  2-Br, 4-Cl-phenyl                                                         49  2-Br, 3-F-phenyl                                                          50  2-Br, 4-F-phenyl                                                          51  2-Br, 5-F-phenyl                                                          52  2-Br, 6-F-phenyl                                                          53  2-F, 3-Cl-phenyl                                                          54  2-F, 4-Cl-phenyl                                                          55  2-F, 5-Cl-phenyl                                                          56  3-Cl, 4-F-phenyl                                                          57  3-Cl, 5-F-phenyl                                                          58  3-Cl, 4-Br-phenyl                                                         59  3-Cl, 5-Br-phenyl                                                         60  3-F, 4-Cl-phenyl                                                          61  3-F, 4-Br-phenyl                                                          62  3-Br, 4-Cl-phenyl                                                         63  3-Br, 4-F-phenyl                                                          64  2,4,6-F.sub.3 -phenyl                                                     65  2,3,4,-Cl.sub.3 -phenyl                                                   66  2,3,5-Cl.sub.3 -phenyl                                                    67  2,3,6-Cl.sub.3 -phenyl                                                    68  2,4,5-Cl.sub.3 -phenyl                                                    69  2,4,6-Cl.sub.3 -phenyl                                                    70  3,4,5-Cl.sub.3 -phenyl                                                    71  2,4,6-Br.sub.3 -phenyl                                                    72  2,6-Cl.sub.2 -4-Br-phenyl                                                 73  2,3,4,6-Cl.sub.4 -phenyl                                                  74  2,3,5,6-Cl.sub.4 -phenyl                                                  75  F.sub.5 -phenyl                                                           76  Cl.sub.5 -phenyl                                                          77  Br.sub.5 -phenyl                                                          78  2-CH.sub.3 -phenyl                                                        79  3-CH.sub.3 -phenyl                                                        80  4-CH.sub.3 -phenyl                                                        81  2-C.sub.2 H.sub.5 -phenyl                                                 82  3-C.sub.2 H.sub.5 -phenyl                                                 83  4-C.sub.2 H.sub.5 -phenyl                                                 84  2-n-C.sub.3 H.sub.7 -phenyl                                               85  3-n-C.sub.3 H.sub.7 -phenyl                                               86  4-n-C.sub.3 H.sub.7 -phenyl                                               87  2-i-C.sub.3 H.sub.7 -phenyl                                               88  3-i-C.sub.3 H.sub.7 -phenyl                                               89  4-i-C.sub.3 H.sub.7 -phenyl                                               90  2-s-C.sub.4 H.sub.9 -phenyl                                               91  3-s-C.sub.4 H.sub.9 -phenyl                                               92  4-s-C.sub.4 H.sub.9 -phenyl                                               93  2-t-C.sub.4 H.sub.9 -phenyl                                               94  3-t-C.sub.4 H.sub.9 -phenyl                                               95  4-t-C.sub.4 H.sub.9 -phenyl                                               96  2,3-(CH.sub.3).sub.2 -phenyl                                              97  2,4-(CH.sub.3).sub.2 -phenyl                                              98  2,5-(CH.sub.3).sub.2 -phenyl                                              99  2,6-(CH.sub.3).sub.2 -phenyl                                             100  3,4-(CH.sub.3).sub.2 -phenyl                                             101  3,5-(CH.sub.3).sub.2 -phenyl                                             102  2,3,4-(CH.sub.3).sub.3 -phenyl                                           103  2,3,5-(CH.sub.3).sub.3 -phenyl                                           104  2,3,6-(CH.sub.3).sub.3 -phenyl                                           105  2,4,5-(CH.sub.3).sub.3 -phenyl                                           106  2,4,6-(CH.sub.3).sub.3 -phenyl                                           107  3,4,5-(CH.sub.3).sub.3 -phenyl                                           108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                         109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                         110  (CH.sub.3).sub.5 -phenyl                                                 111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                      112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                      113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                      114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                    115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                  119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                  125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                  126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                  127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                        128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                  129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                  130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                  132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                  134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl               135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                         136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                         137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                         138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                   139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                             140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                           144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                           145  2-C.sub.6 H.sub.5 -phenyl                                                146  3-C.sub.6 H.sub.5 -phenyl                                                147  4-C.sub.6 H.sub.5 -phenyl                                                148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                            149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                          150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                          151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                          152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                           153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                           154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                  155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                  156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                    159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                    160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   162  3-OCH.sub.3 -phenyl                                                      163  2,4-(OCH.sub.3).sub.2 -phenyl                                            164  2-CF.sub.3 -phenyl                                                       165  3-CF.sub.3 -phenyl                                                       166  4-CF.sub.3 -phenyl                                                       167  2-NO.sub.2 -phenyl                                                       168  3-NO.sub.2 -phenyl                                                       169  4-NO.sub.2 -phenyl                                                       170  2-CN-phenyl                                                              171  3-CN-phenyl                                                              172  4-CN-phenyl                                                              173  2-CH.sub.3, 3-Cl-phenyl                                                  174  2-CH.sub.3, 4-Cl-phenyl                                                  175  2-CH.sub.3, 5-Cl-phenyl                                                  176  2-CH.sub.3, 6-Cl-phenyl                                                  177  2-CH.sub.3, 3-F-phenyl                                                   178  2-CH.sub.3, 4-F-phenyl                                                   179  2-CH.sub.3, 5-F-phenyl                                                   180  2-CH.sub.3, 6-F-phenyl                                                   181  2-CH.sub.3, 3-Br-phenyl                                                  182  2-CH.sub.3, 4-Br-phenyl                                                  183  2-CH.sub.3, 5-Br-phenyl                                                  184  2-CH.sub.3, 6-Br-phenyl                                                  185  2-Cl, 3-CH.sub.3 -phenyl                                                 186  2-Cl, 4-CH.sub.3 -phenyl                                                 187  2-Cl, 5-CH.sub.3 -phenyl                                                 188  2-Cl, 3-i-C.sub.3 H.sub.7                                                189  2-F, 3-CH.sub.3 -phenyl                                                  190  2-F, 4-CH.sub.3 -phenyl                                                  191  2-F, 5-CH.sub.3 -phenyl                                                  192  2-Br, 3-CH.sub.3 -phenyl                                                 193  2-Br, 4-CH.sub.3 -phenyl                                                 194  3-CH.sub.3, 4-Cl-phenyl                                                  195  3-CH.sub.3, 5-Cl-phenyl                                                  196  2-Br, 5-CH.sub.3 -phenyl                                                 197  3-CH.sub.3, 4-F-phenyl                                                   198  3-CH.sub.3, 5-F-phenyl                                                   199  3-CH.sub.3, 4-Br-phenyl                                                  200  3-CH.sub.3, 5-Br-phenyl                                                  201  3-F, 4-CH.sub.3 -phenyl                                                  202  3-Cl, 4-CH.sub.3 -phenyl                                                 203  3-Br, 4-CH.sub.3 -phenyl                                                 204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                       205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                       206  2-Cl, 3,5-(CH.sub.3 ).sub.2 -phenyl                                      207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                       208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                         209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                          210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                         211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                         212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                          213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                         214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                         215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                        216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                        217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                         218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                        219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                        220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                       221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                      222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                      223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                         224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                        225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                        226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                            227  2-Cl, 4-NO.sub.2 -phenyl                                                 228  2-NO.sub.2, 4-Cl-phenyl                                                  229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                          230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                         231  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                         232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                         233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                         234  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                          235  2-C.sub. 6 H.sub.5 O-phenyl                                              236  3-C.sub.6 H.sub.5 O-phenyl                                               237  4-C.sub.6 H.sub.5 O-phenyl                                               238  3-t-C.sub.4 H.sub.9 O-phenyl                                             239  4-t-C.sub.4 H.sub.9 O-phenyl                                             240  1-naphthyl                                                               241  2-naphthyl                                                               242  2-pyridyl                                                                243  6-methyl-2-pyridyl                                                       244  6-ethyl-2-pyridyl                                                        245  6-n-propyl-2-pyridyl                                                     246  6-iso-propyl-2-pyridyl                                                   247  6-n-butyl-2-pyridyl                                                      248  6-tert.-butyl-2-pyridyl                                                  249  6-n-pentyl-2-pyridyl                                                     250  6-n-hexyl-2-pyridyl                                                      251  6-phenyl-2-pyridyl                                                       252  6-benzyl-2-pyridyl                                                       253  6-trifluoromethyl-2-pyridyl                                              254  6-methoxy-2-pyridyl                                                      255  6-chloro-2-pyridyl                                                       256  3,6-dimethyl-2-pyridyl                                                   257  3,6-diethyl-2-pyridyl                                                    258  4,6-dimethyl-2-pyridyl                                                   259  5,6-dimethyl-2-pyridyl                                                   260  4-phenyl-6-methyl-2-pyridyl                                              261  4,6-diphenyl-2-pyridyl                                                   262  3,4-dichloro-6-methyl-2-pyridyl                                          263  3,4,5-trichloro-6-phenyl-2-pyridyl                                       264  4-trifluoromethyl-6-methyl-2-pyridyl                                     265  3-cyano-6-methyl-2-pyridyl                                               266  3-cyano-6-ethyl-2-pyridyl                                                267  3-cyano-6-n-propyl-2-pyridyl                                             268  3-cyano-6-iso-propyl-2-pyridyl                                           269  3-cyano-6-cyclo-propyl-2-pyridyl                                         270  3-cyano-6-n-butyl-2-pyridyl                                              271  3-cyano-6-tert.-butyl-2-pyridyl                                          272  3-cyano-6-cyclo-hexyl-2-pyridyl                                          273  3-cyano-6-phenyl-2-pyridyl                                               274  3-cyano-4,6-dimethyl-2-pyridyl                                           275  3,5,6-trichloro-2-pyridyl                                                276  5-trifluoromethyl-2-pyridyl                                              277  3-chloro-5-trifluoromethyl-2-pyridyl                                     278  2-quinolyl                                                               279  3-methyl-2-quinolyl                                                      280  4-methyl-2-quinolyl                                                      281  4-ethyl-2-quinolyl                                                       282  4-phenyl-2-quinolyl                                                      283  6-methyl-2-quinolyl                                                      284  6-chloro-2-quinolyl                                                      285  8-methyl-2-quinolyl                                                      286  8-chloro-2-quinolyl                                                      287  3,4-dimethyl-2-quinolyl                                                  288  4-methyl-8-methoxy-2-quinolyl                                            289  4-phenyl-8-ethoxy-2-quinolyl                                             290  4-methyl-8-chloro-2-quinolyl                                             291  4-methyl-8-fluoro-2-quinolyl                                             292  4-quinolyl                                                               293  2-methyl-4-quinolyl                                                      294  2-trifluoromethyl-4-quinolyl                                             295  2-iso-propyl-4-quinolyl                                                  296  2-n-pentyl-4-quinolyl                                                    297  2-phenyl-4-quinolyl                                                      298  2,6-dimethyl-4-quinolyl                                                  299  2-methyl-6-chloro-4-quinolyl                                             300  2-methyl-6-fluoro-4-quinolyl                                             301  8-quinolyl                                                               302  2-methyl-8-quinolyl                                                      303  5,7-dichloro-8-quinolyl                                                  304  4,6-dimethyl-2-pyrimidinyl                                               305  4-trifluoromethyl-2-pyrimidinyl                                          306  4,5,6-trimethyl-2-pyrimidinyl                                            307  4-benzyl-6-methyl-2-pyrimidinyl                                          308  4-methyl-6-phenyl-2-pyrimidinyl                                          309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                      310  2,6-dimethyl-4-pyrimidinyl                                               311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                  312  2-iso-propyl-6-methyl-4-pyrimidinyl                                      313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                    314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                   315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                               316  2-phenyl-4-pyrimidinyl                                                   317  3,5-dimethyl-4-pyrimidinyl                                               318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                 319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                               320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                             321  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                        322  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                      323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                   325  6-EtO-benzothiazol-2-yl                                                  326  benzoxazol-2-yl                                                          327  1-Me-imidazol-2-yl                                                       328  4-but-1H-imidazol-2-yl                                                   329  2-thiazolin-2-yl                                                         330  5-CF.sub.3 -benzimidazol-2-yl                                            331  1-Ph-tetrazol-5-yl                                                       332  5-CF.sub.3 -benzothiazol-2-yl                                            333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                               334  6-Cl-4-Me-benzothiazol-2-yl                                              335  5-Me-benzothiazol-2-yl                                                   336  4-Cl-benzothiazol-2-yl                                                   337  1-(3-NO.sub.2Ph)tetrazol-5-yl                                            338  2-thienyl                                                                339  5-Me-benzoxazol-2-yl                                                     340  7-Cl-benzothiazol-2-yl                                                   341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                       342  5-Cl-benzoxazol-2-yl                                                     343  6-Cl-benzothiazol-2-yl                                                   344  2-Ph-thiazol-2-yl                                                        345  3-CN-4,6-Me.sub.2 -2-pyridyl                                             346  1-Ph-1,2,4-triazol-3-yl                                                  347  1-Pri-benzimidazol-2-yl                                                  348  5-Br-benzothiazol-2-yl                                                   349  5-Br-1H-benzimidazol-2-yl                                                350  7-Cl-4-MeO-benzothiazol-2-yl                                             351  1H-benzimidazol-2-yl                                                     352  5-Cl-benzothiazol-2-yl                                                   353  5-NO.sub.2 -benzoxazol-2-yl                                              354  5-t-Bu-benzoxazol-2-yl                                                   355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                        356  5-Ph-thiazol-2-yl                                                        357  5,7-Me.sub.2 -benzoxazol-2-yl                                            358  6-Me-benzoxazol-2-yl                                                     359  1,2,4-triazin-3-yl                                                       360  6-Pr-benzothiazol-2-yl                                                   361  6-PhO-benzothiazol-2-yl                                                  362  4-(4-ClPh)-thiazol-2-yl                                                  363  4-(4-MePh)-thiazol-2-yl                                                  364  5-Me-4-Ph-thiazol-2-yl                                                   365  5-Cl-1-H-benzimidazol-2-yl                                               366  5-Ph-1,2,4-triazol-3-yl                                                  367  3-Ph-1,2,4-thiadiazol-5-yl                                               ______________________________________                                    

                  TABLE 12                                                        ______________________________________                                         ##STR16##                                                                    No.  R                     mp(°C.)/IR(cm.sup.-1)                       ______________________________________                                        1    methyl                                                                   2    ethyl                                                                    3    n-propyl                                                                 4    iso-propyl                                                               5    n-butyl                                                                  6    s-butyl                                                                  7    iso-butyl                                                                8    tert.-butyl                                                              9    pentyl                                                                   10   hexyl                                                                    11   phenyl                                                                   12   2-F-phenyl                                                               13   3-F-phenyl                                                               14   4-F-phenyl                                                               15   2-Cl-phenyl           58-60° C.                                   16   3-Cl-phenyl                                                              17   4-Cl-phenyl                                                              18   2-Br-phenyl                                                              19   3-Br-phenyl                                                              20   4-Br-phenyl                                                              21   2-I-phenyl                                                               22   3-I-phenyl                                                               23   4-I-phenyl                                                               24   2-CH.sub.3 -phenyl    1662, 1494, 1461,                                                             1240, 1190, 1122,                                                             1051, 1025, 845,                                                              753 (cm.sup.-1)                                    25   2-CN-phenyl                                                              26   3-CN-phenyl                                                              27   4-CN-phenyl                                                              28   2,3-F.sub.2 -phenyl                                                      29   2,4-F.sub.2 -phenyl                                                      30   2,3-Cl.sub.2 -phenyl                                                     31   2,4-Cl.sub.2 -phenyl                                                     32   2,5-Cl.sub.2 -phenyl                                                     33   2,6-Cl.sub.2 -phenyl                                                     34   3,4-Cl.sub.2 -phenyl                                                     35   3,5-Cl.sub.2 -phenyl                                                     36   2,4-Br.sub.2 -phenyl                                                     37   2,5-Br.sub.2 -phenyl                                                     38   2,6-Br.sub.2 -phenyl                                                     39   2,4-I.sub.2 -phenyl                                                      40   2-Cl, 3-F-phenyl                                                         41   2-Cl, 4-F-phenyl                                                         42   2-Cl, 5-F-phenyl                                                         43   2-Cl, 6-F-phenyl                                                         44   2-Cl, 3-Br-phenyl                                                        45   2-Cl, 4-Br-phenyl                                                        46   2-Cl, 5-Br-phenyl                                                        47   2-Cl, 6-Br-phenyl                                                        48   2-Br, 3-Cl-phenyl                                                        49   2-Br, 4-Cl-phenyl                                                        50   2-Br, 3-F-phenyl                                                         51   2-Br, 4-F-phenyl                                                         52   2-Br, 5-F-phenyl                                                         53   2-Br, 6-F-phenyl                                                         54   2-F, 3-Cl-phenyl                                                         55   2-F, 4-Cl-phenyl                                                         56   2-F, 5-Cl-phenyl                                                         57   3-Cl, 4-F-phenyl                                                         58   3-Cl, 5-F-phenyl                                                         59   3-Cl, 4-Br-phenyl                                                        60   3-Cl, 5-Br-phenyl                                                        61   3-F, 4-Cl-phenyl                                                         62   3-F, 4-Br-phenyl                                                         63   3-Br, 4-Cl-phenyl                                                        64   3-Br, 4-F-phenyl                                                         65   2,4,6-F.sub.3 -phenyl                                                    66   2,3,4,-Cl.sub.3 -phenyl                                                  67   2,3,5-Cl.sub.3 -phenyl                                                   68   2,3,6-Cl.sub.3 -phenyl                                                   69   2,4,5-Cl.sub.3 -phenyl                                                   70   2,4,6-Cl.sub.3 -phenyl                                                   71   3,4,5-Cl.sub.3 -phenyl                                                   72   2,4,6-Br.sub.3 -phenyl                                                   73   2,6-Cl.sub.2 -4-Br-phenyl                                                74   2,3,4,6-Cl.sub.4 -phenyl                                                 75   2,3,5,6-Cl.sub.4 -phenyl                                                 76   F.sub.5 -phenyl                                                          77   Cl.sub.5 -phenyl                                                         78   Br.sub.5 -phenyl                                                         79   2-CH.sub.3 -phenyl                                                       80   3-CH.sub.3 -phenyl                                                       81   4-CH.sub.3 -phenyl                                                       82   2-C.sub.2 H.sub.5 -phenyl                                                83   3-C.sub.2 H.sub.5 -phenyl                                                84   4-C.sub.2 H.sub.5 -phenyl                                                85   2-n-C.sub.3 H.sub.7 -phenyl                                              86   3-n-C.sub.3 H.sub.7 -phenyl                                              87   4-n-C.sub.3 H.sub.7 -phenyl                                              88   2-i-C.sub.3 H.sub.7 -phenyl                                              89   3-i-C.sub.3 H.sub.7 -phenyl                                              90   4-i-C.sub.3 H.sub.7 -phenyl                                              91   2-s-C.sub.4 H.sub.9 -phenyl                                              92   3-s-C.sub.4 H.sub.9 -phenyl                                              93   4-s-C.sub.4 H.sub.9 -phenyl                                              94   2-t-C.sub.4 H.sub.9 -phenyl                                              95   3-t-C.sub.4 H.sub.9 -phenyl                                              96   4-t-C.sub. 4 H.sub.9 -phenyl                                             97   2,3-(CH.sub.3).sub.2 -phenyl                                             98   2,4-(CH.sub.3).sub.2 -phenyl                                             99   2,5-(CH.sub.3).sub.2 -phenyl                                             100  2,6-(CH.sub.3).sub.2 -phenyl                                             101  3,4-(CH.sub.3).sub.2 -phenyl                                             102  3,5-(CH.sub.3).sub.2 -phenyl                                             103  2,3,4-(CH.sub.3).sub.3 -phenyl                                           104  2,3,5-(CH.sub.3).sub.3 -phenyl                                           105  2,3,6-(CH.sub.3).sub.3 -phenyl                                           106  2,4,5-(CH.sub.3).sub.3 -phenyl                                           107  2,4,6-(CH.sub.3).sub.3 -phenyl                                           108  3,4,5-(CH.sub.3).sub.3 -phenyl                                           109  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                         110  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                         111  (CH.sub.3).sub.5 -phenyl                                                 112  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                      113  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                      114  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                      115  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                    116  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    117  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    118  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    119  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                  120  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    121  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    122  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    123  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    124  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    125  2,4,6-(t-C.sub. 4 H.sub.9).sub.3 -phenyl                                 126  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                  127  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                  128  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                        129  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                  130  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                  131  1-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  132  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                  133  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  134  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                  135  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl               136  2-cyclo-C.sub.6 H.sub.11 -phenyl                                         137  3-cyclo-C.sub.6 H.sub.11 -phenyl                                         138  4-cyclo-C.sub.6 H.sub.11 -phenyl                                         139  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                   140  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                             141  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       142  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       143  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       144  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                           145  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                           146  2-C.sub.6 H.sub.5 -phenyl                                                147  3-C.sub.6 H.sub.5 -phenyl                                                148  4-C.sub.6 H.sub. 5 -phenyl                                               149  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                            150  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                          151  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                          152  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                          153  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                           154  2-C.sub.6 H.sub.5, 4-Br-phenyl                                           155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                  156  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                  157  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 158  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 159  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                    160  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                    161  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   162  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   163  3-OCH.sub.3 -phenyl                                                      164  2,4-(OCH.sub.3).sub.2 -phenyl                                            165  2-CF.sub.3 -phenyl                                                       166  3-CF.sub.3 -phenyl                                                       167  4-CF.sub.3 -phenyl                                                       168  2-NO.sub.2 -phenyl                                                       169  3-NO.sub.2 -phenyl                                                       170  4-NO.sub.2 -phenyl                                                       171  2-CN-phenyl                                                              172  3-CN-phenyl                                                              173  4-CN-phenyl                                                              174  2-CH.sub.3, 3-Cl-phenyl                                                  175  2-CH.sub.3, 4-Cl-phenyl                                                  176  2-CH.sub.3, 5-Cl-phenyl                                                  177  2-CH.sub.3, 6-Cl-phenyl                                                  178  2-CH.sub.3, 3-F-phenyl                                                   179  2-CH.sub.3, 4-F-phenyl                                                   180  2-CH.sub.3, 5-F-phenyl                                                   181  2-CH.sub.3, 6-F-phenyl                                                   182  2-CH.sub.3, 3-Br-phenyl                                                  183  2-CH.sub.3, 4-Br-phenyl                                                  184  2-CH.sub.3, 5-Br-phenyl                                                  185  2-CH.sub.3, 6-Br-phenyl                                                  186  2-Cl, 3-CH.sub.3 -phenyl                                                 187  2-Cl, 4-CH.sub.3 -phenyl                                                 188  2-Cl, 5-CH.sub.3 -phenyl                                                 189  2-Cl, 3-i-C.sub.3 H.sub.7                                                190  2-F, 3-CH.sub.3 -phenyl                                                  191  2-F, 4-CH.sub.3 -phenyl                                                  192  2-F, 5-CH.sub.3 -phenyl                                                  193  2-Br, 3-CH.sub.3 -phenyl                                                 194  2-Br, 4-CH.sub.3 -phenyl                                                 195  3-CH.sub.3, 4-Cl-phenyl                                                  196  3-CH.sub.3, 5-Cl-phenyl                                                  197  2-Br, 5-CH.sub.3 -phenyl                                                 198  3-CH.sub.3, 4-F-phenyl                                                   199  3-CH.sub.3, 5-F-phenyl                                                   200  3-CH.sub.3, 4-Br-phenyl                                                  201  3-CH.sub.3, 5-Br-phenyl                                                  202  3-F, 4-CH.sub.3 -phenyl                                                  203  3-Cl, 4-CH.sub.3 -phenyl                                                 204  3-Br, 4-CH.sub.3 -phenyl                                                 205  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                       206  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                       207  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                       208  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                       209  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                         210  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                          211  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                         212  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                         213  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                          214  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                         215  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                         216  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                        217  2,6-(CH.sub.3).sub.2 , 4-Br-phenyl                                       218  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                         219  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                        220  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                        221  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                       222  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                      223  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                      224  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                         225  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                        226  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                        227  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                            228  2-Cl, 4-NO.sub.2 -phenyl                                                 229  2-NO.sub.2, 4-Cl-phenyl                                                  230  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                          231  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                         232  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                         233  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                         234  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                         235  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                          236  2-C.sub.6 H.sub.5 O-phenyl                                               237  3-C.sub.6 H.sub.5 O-phenyl                                               238  4-C.sub.6 H.sub.5 O-phenyl                                               239  3-t-C.sub.4 H.sub.9 O-phenyl                                             240  4-t-C.sub.4 H.sub.9 O-phenyl                                             241  1-naphthyl                                                               242  2-naphthyl                                                               243  2-pyridyl                                                                244  6-methyl-2-pyridyl                                                       245  6-ethyl-2-pyridyl                                                        246  6-n-propyl-2-pyridyl                                                     247  6-iso-propyl-2-pyridyl                                                   248  6-n-butyl-2-pyridyl                                                      249  6-tert.-butyl-2-pyridyl                                                  250  6-n-pentyl-2-pyridyl                                                     251  6-n-hexyl-2-pyridyl                                                      252  6-phenyl-2-pyridyl                                                       253  6-benzyl-2-pyridyl                                                       254  6-trifluoromethyl-2-pyridyl                                              255  6-methoxy-2-pyridyl                                                      256  6-chloro-2-pyridyl                                                       257  3,6-dimethyl-2-pyridyl                                                   258  3,6-diethyl-2-pyridyl                                                    259  4,6-dimethyl-2-pyridyl                                                   260  5,6-dimethyl-2-pyridyl                                                   261  4-phenyl-6-methyl-2-pyridyl                                              262  4,6-diphenyl-2-pyridyl                                                   263  3,4-dichloro-6-methyl-2-pyridyl                                          264  3,4,5-trichloro-6-phenyl-2-pyridyl                                       265  4-trifluoromethyl-6-methyl-2-pyridyl                                     266  3-cyano-6-methyl-2-pyridyl                                               267  3-cyano-6-ethyl-2-pyridyl                                                268  3-cyano-6-n-propyl-2-pyridyl                                             269  3-cyano-6-iso-propyl-2-pyridyl                                           270  3-cyano-6-cyclo-propyl-2-pyridyl                                         271  3-cyano-6-n-butyl-2-pyridyl                                              272  3-cyano-6-tert.-butyl-2-pyridyl                                          273  3-cyano-6-cyclo-hexyl-2-pyridyl                                          274  3-cyano-6-phenyl-2-pyridyl                                               275  3-cyano-4,6-dimethyl-2-pyridyl                                           276  3,5,6-trichloro-2-pyridyl                                                277  5-trifluoromethyl-2-pyridyl                                              278  3-chloro-5-trifluoromethyl-2-pyridyl                                     279  2-quinolyl                                                               280  3-methyl-2-quinolyl                                                      281  4-methyl-2-quinolyl                                                      282  4-ethyl-2-quinolyl                                                       283  4-phenyl-2-quinolyl                                                      284  6-methyl-2-quinolyl                                                      285  6-chloro-2-quinolyl                                                      286  8-methyl-2-quinolyl                                                      287  8-chloro-2-quinolyl                                                      288  3,4-dimethyl-2-quinolyl                                                  289  4-methyl-8-methoxy-2-quinolyl                                            290  4-phenyl-8-ethoxy-2-quinolyl                                             291  4-methyl-8-chloro-2-quinolyl                                             292  4-methyl-8-fluoro-2-quinolyl                                             293  4-quinolyl                                                               294  2-methyl-4-quinolyl                                                      295  2-trifluoromethyl-4-quinolyl                                             296  2-iso-propyl-4-quinolyl                                                  297  2-n-pentyl-4-quinolyl                                                    298  2-phenyl-4-quinolyl                                                      299  2,6-dimethyl-4-quinolyl                                                  300  2-methyl-6-chloro-4-quinolyl                                             301  2-methyl-6-fluoro-4-quinolyl                                             302  8-quinolyl                                                               303  2-methyl-8-quinolyl                                                      304  5,7-dichloro-8-quinolyl                                                  305  4,6-dimethyl-2-pyrimidinyl                                               306  4-trifluoromethyl-2-pyrimidinyl                                          307  4,5,6-trimethyl-2-pyrimidinyl                                            308  4-benzyl-6-methyl-2-pyrimidinyl                                          309  4-methyl-6-phenyl-2-pyrimidinyl                                          310  4,6-dimethyl-5-chloro-2-pyrimidinyl                                      311  2,6-dimethyl-4-pyrimidinyl                                               312  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                  313  2-iso-propyl-6-methyl-4-pyrimidinyl                                      314  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                    315  2-methyl-6-methoxymethyl-4-                                                   pyrimidinyl                                                              316  2-iso-propyl-6-methoxymethyl-4-                                               pyrimidinyl                                                              317  2-phenyl-4-pyrimidinyl                                                   318  3,5-dimethyl-4-pyrimidinyl                                               319  2-methyl-6-trifluoromethyl-4-                                                 pyrimidinyl                                                              320  2-n-propyl-6-trifluoromethyl-4-                                               pyrimidinyl                                                              321  2-iso-propyl-6-trifluoromethyl-4-                                             pyrimidinyl                                                              322  2-methyl-5-chloro-6-trifluoromethyl-4-                                        pyrimidinyl                                                              323  2-n-propyl-5-chloro-6-trifluoromethyl-                                        4-pyrimidinyl                                                            324  2-iso-propyl-5-chloro-6-trifluoro-                                            methyl-4-pyrimidinyl                                                     325  2-tert.-butyl-5-chloro-6-trifluoro-                                           methyl-4-pyrimidinyl                                                     ______________________________________                                    

                  TABLE 13                                                        ______________________________________                                         ##STR17##                                                                                                  mp(°C.)/IR                               No.  R                        (cm.sup.-1)                                     ______________________________________                                         1   methyl                                                                    2   ethyl                                                                     3   n-propyl                                                                  4   iso-propyl                                                                5   n-butyl                                                                   6   s-butyl                                                                   7   iso-butyl                                                                 8   tert.-butyl                                                               9   pentyl                                                                    10  hexyl                                                                     11  phenyl                                                                    12  2-F-phenyl                                                                13  3-F-phenyl                                                                14  4-F-phenyl                                                                15  2-Cl-phenyl              1661, 1451,                                                                   1443, 1139,                                                                   1115, 1043,                                                                   1035, 1024,                                                                   846, 749                                         16  3-Cl-phenyl                                                               17  4-Cl-phenyl                                                               18  2-Br-phenyl                                                               19  3-Br-phenyl                                                               20  4-Br-phenyl                                                               21  2-I-phenyl                                                                22  3-I-phenyl                                                                23  4-I-phenyl                                                                24  2-CN-phenyl                                                               25  3-CN-phenyl                                                               26  4-CN-phenyl                                                               27  2,3-F.sub.2 -phenyl                                                       28  2,4-F.sub.2 -phenyl                                                       29  2,3-Cl.sub.2 -phenyl                                                      30  2,4-Cl.sub.2 -phenyl                                                      31  2,5-Cl.sub.2 -phenyl                                                      32  2,6-Cl.sub.2 -phenyl                                                      33  3,4-Cl.sub.2 -phenyl                                                      34  3,5-Cl.sub.2 -phenyl                                                      35  2,4-Br.sub.2 -phenyl                                                      36  2,5-Br.sub.2 -phenyl                                                      37  2,6-Br.sub.2 -phenyl                                                      38  2,4-I.sub.2 -phenyl                                                       39  2-Cl, 3-F-phenyl                                                          40  2-Cl, 4-F-phenyl                                                          41  2-Cl, 5-F-phenyl                                                          42  2-Cl, 6-F-phenyl                                                          43  2-Cl, 3-Br-phenyl                                                         44  2-Cl, 4-Br-phenyl                                                         45  2-Cl, 5-Br-phenyl                                                         46  2-Cl, 6-Br-phenyl                                                         47  2-Br, 3-Cl-phenyl                                                         48  2-Br, 4-Cl-phenyl                                                         49  2-Br, 3-F-phenyl                                                          50  2-Br, 4-F-phenyl                                                          51  2-Br, 5-F-phenyl                                                          52  2-Br, 6-F-phenyl                                                          53  2-F, 3-Cl-phenyl                                                          54  2-F, 4-Cl-phenyl                                                          55  2-F, 5-Cl-phenyl                                                          56  3-Cl, 4-F-phenyl                                                          57  3-Cl, 5-F-phenyl                                                          58  3-Cl, 4-Br-phenyl                                                         59  3-Cl, 5-Br-phenyl                                                         60  3-F, 4-Cl-phenyl                                                          61  3-F, 4-Br-phenyl                                                          62  3-Br, 4-Cl-phenyl                                                         63  3-Br, 4-F-phenyl                                                          64  2,4,6-F.sub.3 -phenyl                                                     65  2,3,4-Cl.sub.3 -phenyl                                                    66  2,3,5-Cl.sub.3 -phenyl                                                    67  2,3,6-Cl.sub.3 -phenyl                                                    68  2,4,5-Cl.sub.3 -phenyl                                                    69  2,4,6-Cl.sub.3 -phenyl                                                    70  3,4,5-Cl.sub.3 -phenyl                                                    71  2,4,6-Br.sub.3 -phenyl                                                    72  2,6-Cl.sub.2 -4-Br-phenyl                                                 73  2,3,4,6-Cl.sub.4 -phenyl                                                  74  2,3,5,6-Cl.sub.4 -phenyl                                                  75  F.sub.5 -phenyl                                                           76  Cl.sub.5 -phenyl                                                          77  Br.sub.5 -phenyl                                                          78  2-CH.sub.3 -phenyl                                                        79  3-CH.sub.3 -phenyl                                                        80  4-CH.sub.3 -phenyl                                                        81  2-C.sub.2 H.sub.5 -phenyl                                                 82  3-C.sub.2 H.sub.5 -phenyl                                                 83  4-C.sub.2 H.sub.5 -phenyl                                                 84  2-n-C.sub.3 H.sub.7 -phenyl                                               85  3-n-C.sub.3 H.sub.7 -phenyl                                               86  4-n-C.sub.3 H.sub.7 -phenyl                                               87  2-i-C.sub.3 H.sub.7 -phenyl                                               88  3-i-C.sub.3 H.sub.7 -phenyl                                               89  4-i-C.sub.3 H.sub.7 -phenyl                                               90  2-s-C.sub.4 H.sub.9 -phenyl                                               91  3-s-C.sub.4 H.sub.9 -phenyl                                               92  4-s-C.sub.4 H.sub.9 -phenyl                                               93  2-t-C.sub.4 H.sub.9 -phenyl                                               94  3-t-C.sub.4 H.sub.9 -phenyl                                               95  4-t-C.sub.4 H.sub.9 -phenyl                                               96  2,3-(CH.sub.3).sub.2 -phenyl                                              97  2,4-(CH.sub.3).sub.2 -phenyl                                              98  2,5-(CH.sub.3).sub.2 -phenyl                                              99  2,6-(CH.sub.3).sub.2 -phenyl                                             100  3,4-(CH.sub.3).sub.2 -phenyl                                             101  3,5-(CH.sub.3).sub.2 -phenyl                                             102  2,3,4-(CH.sub.3).sub.3 -phenyl                                           103  2,3,5-(CH.sub.3).sub.3 -phenyl                                           104  2,3,6-(CH.sub.3).sub.3 -phenyl                                           105  2,4,5-(CH.sub.3).sub.3 -phenyl                                           106  2,4,6-(CH.sub.3).sub.3 -phenyl                                           107  3,4,5-(CH.sub.3).sub.3 -phenyl                                           108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                         109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                         110  (CH.sub.3).sub.5 -phenyl                                                 111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                      112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                      113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                      114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                    115  2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                  119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                  125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                  126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                  127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                        128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                  129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                  130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                  132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                  134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl               135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                         136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                         137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                         138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                   139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                             140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                           144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                           145  2-C.sub.6 H.sub.5 -phenyl                                                146  3-C.sub.6 H.sub.5 -phenyl                                                147  4-C.sub.6 H.sub.5 -phenyl                                                148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                            149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                          150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                          151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                          152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                           153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                           154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                  155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                  156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 157  2-Br, 4-CH.sub.2 C.sub.5 H.sub.5 -phenyl                                 158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                    159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                    160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   161  2-Br, 4-cyclo-C.sub.6 H.sub. 11 -phenyl                                  162  3-OCH.sub.3 -phenyl                                                      163  2,4-(OCH.sub.3).sub.2 -phenyl                                            164  2-CF.sub.3 -phenyl                                                       165  3-CF.sub.3 -phenyl                                                       166  4-CF.sub.3 -phenyl                                                       167  2-NO.sub.2 -phenyl                                                       168  3-NO.sub.2 -phenyl                                                       169  4-NO.sub.2 -phenyl                                                       170  2-CN-phenyl                                                              171  3-CN-phenyl                                                              172  4-CN-phenyl                                                              173  2-CH.sub.3, 3-Cl-phenyl                                                  174  2-CH.sub.3, 4-Cl-phenyl                                                  175  2-CH.sub.3, 5-Cl-phenyl                                                  176  2-CH.sub.3, 6-Cl-phenyl                                                  177  2-CH.sub.3, 3-F-phenyl                                                   178  2-CH.sub.3, 4-F-phenyl                                                   179  2-CH.sub.3, 5-F-phenyl                                                   180  2-CH.sub.3, 6-F-phenyl                                                   181  2-CH.sub.3, 3-Br-phenyl                                                  182  2-CH.sub.3, 4-Br-phenyl                                                  183  2-CH.sub.3, 5-Br-phenyl                                                  184  2-CH.sub.3, 6-Br-phenyl                                                  185  2-Cl, 3-CH.sub.3 -phenyl                                                 186  2-Cl, 4-CH.sub.3 -phenyl                                                 187  2-Cl, 5-CH.sub.3 -phenyl                                                 188  2-Cl, 3-i-C.sub.3 H.sub.7                                                189  2-F, 3-CH.sub.3 -phenyl                                                  190  2-F, 4-CH.sub.3 -phenyl                                                  191  2-F, 5-CH.sub.3 -phenyl                                                  192  2-Br, 3-CH.sub.3 -phenyl                                                 193  2-Br, 4-CH.sub.3 -phenyl                                                 194  3-CH.sub.3, 4-Cl-phenyl                                                  195  3-CH.sub.3, 5-Cl-phenyl                                                  196  2-Br, 5-CH.sub.3 -phenyl                                                 197  3-CH.sub.3, 4-F-phenyl                                                   198  3-CH.sub.3, 5-F-phenyl                                                   199  3-CH.sub.3, 4-Br-phenyl                                                  200  3-CH.sub.3, 5-Br-phenyl                                                  201  3-F, 4-CH.sub.3 -phenyl                                                  202  3-Cl, 4-CH.sub.3 -phenyl                                                 203  3-Br, 4-CH.sub.3 -phenyl                                                 204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                       205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                       206  2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                       207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                       208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                         209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                          210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                         211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                         212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                          213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                         214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                         215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                        216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                        217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                         218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                        219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                        220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                       221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                      222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                      223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                         224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                        225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                        226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                            227  2-Cl, 4-NO.sub.2 -phenyl                                                 228  2-NO.sub.2, 4-Cl-phenyl                                                  229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                          230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                         231  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                         232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                         233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                         234  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                          235  2-C.sub.6 H.sub.5 O-phenyl                                               236  3-C.sub.6 H.sub.5 O-phenyl                                               237  4-C.sub.6 H.sub.5 O-phenyl                                               238  3-t-C.sub.4 H.sub.9 O-phenyl                                             239  4-t-C.sub.4 H.sub.9 O-phenyl                                             240  1-napthyl                                                                241  2-napthyl                                                                242  2-pyridyl                                                                243  6-methyl-2-pyridyl       89-94° C.                                244  6-ethyl-2-pyridyl                                                        245  6-n-propyl-2-pyridyl                                                     246  6-iso-propyl-2-pyridyl                                                   247  6-n-butyl-2-pyridyl                                                      248  6-tert.-butyl-2-pyridyl                                                  249  6-n-pentyl-2-pyridyl                                                     250  6-n-hexyl-2-pyridyl                                                      251  6-phenyl-2-pyridyl                                                       252  6-benzyl-2-pyridyl                                                       253  6-trifluoromethyl-2-pyridyl                                              254  6-methoxy-2-pyridyl                                                      255  6-chloro-2-pyridyl                                                       256  3,6-dimethyl-2-pyridyl                                                   257  3,6-diethyl-2-pyridyl                                                    258  4,6-dimethyl-2-pyridyl                                                   259  5,6-dimethyl-2-pyridyl                                                   260  4-phenyl-6-methyl-2-pyridyl                                              261  4,6-diphenyl-2-pyridyl                                                   262  3,4-dichloro-6-methyl-2-pyridyl                                          263  3,4,5-trichloro-6-phenyl-2-pyridyl                                       264  4-trifluoromethyl-6-methyl-2-pyridyl                                     265  3-cyano-6-methyl-2-pyridyl                                               266  3-cyano-6-ethyl-2-pyridyl                                                267  3-cyano-6-n-propyl-2-pyridyl                                             268  3-cyano-6-iso-propyl-2-pyridyl                                           269  3-cyano-6-cyclo-propyl-2-pyridyl                                         270  3-cyano-6-n-butyl-2-pyridyl                                              271  3-cyano-6-tert.-butyl-2-pyridyl                                          272  3-cyano-6-cyclo-hexyl-2-pyridyl                                          273  3-cyano-6-phenyl-2-pyridyl                                               274  3-cyano-4,6-dimethyl-2-pyridyl                                           275  3,5,6-trichloro-2-pyridyl                                                276  5-trifluoromethyl-2-pyridyl                                              277  3-chloro-5-trifluoromethyl-2-pyridyl                                     278  2-quinolyl                                                               279  3-methyl-2-quinolyl                                                      280  4-methyl-2-quinolyl                                                      281  4-ethyl-2-quinolyl                                                       282  4-phenyl-2-quinolyl                                                      283  6-methyl-2-quinolyl                                                      284  6-chloro-2-quinolyl                                                      285  8-methyl-2-quinolyl                                                      286  8-chloro-2-quinolyl                                                      287  3,4-dimethyl-2-quinolyl                                                  288  4-methyl-8-methoxy-2-quinolyl                                            289  4-phenyl-8-ethoxy-2-quinolyl                                             290  4-methyl-8-chloro-2-quinolyl                                             291  4-methyl-8-fluoro-2-quinolyl                                             292  4-quinolyl                                                               293  2-methyl-4-quinolyl                                                      294  2-trifluoromethyl-4-quinolyl                                             295  2-iso-propyl-4-quinolyl                                                  296  2-n-pentyl-4-quinolyl                                                    297  2-phenyl-4-quinolyl                                                      298  2,6-dimethyl-4-quinolyl                                                  299  2-methyl-6-chloro-4-quinolyl                                             300  2-methyl-6-fluoro-4-quinolyl                                             301  8-quinolyl                                                               302  2-methyl-8-quinolyl                                                      303  5,7-dichloro-8-quinolyl                                                  304  4,6-dimethyl-2-pyrimidinyl                                               305  4-trifluoromethyl-2-pyrimidinyl                                          306  4,5,6-trimethyl-2-pyrimidinyl                                            307  4-benzyl-6-methyl-2-pyrimidinyl                                          308  4-methyl-6-phenyl-2-pyrimidinyl                                          309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                      310  2,6-dimethyl-4-pyrimidinyl                                               311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                  312  2-iso-propyl-6-methyl-4-pyrimidinyl                                      313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                    314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                   315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                               316  2-phenyl-4-pyrimidinyl                                                   317  3,5-dimethyl-4-pyrimidinyl                                               318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                 319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                               320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                             321  2-methyl-5-chloro-6-trifluoromethyl-4-                                        pyrimidinyl                                                              322  2-n-propyl-5-chloro-6-trifluoromethyl-4-                                      pyrimidinyl                                                              323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-                                    pyrimidinyl                                                              324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-                                   pyrimidinyl                                                              325  6-EtO-benzothiazol-2-yl                                                  326  benzoxazol-2-yl                                                          327  1-Me-imidazol-2-yl                                                       328  4-but-1H-imidazol-2-yl                                                   329  2-thiazolin-2-yl                                                         330  5-CF.sub.3 -benzimidazol-2-yl                                            331  1-Ph-tetrazol-5-yl                                                       332  5-CF.sub.3 -benzothiazol-2-yl                                            333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                               334  6-Cl-4-Me-benzothiazol-2-yl                                              335  5-Me-benzothiazol-2-yl                                                   336  4-Cl-benzothiazol-2-yl                                                   337  1-(3-NO.sub.2Ph)tetrazol-5-yl                                            338  2-thienyl                                                                339  5-Me-benzoxazol-2-yl                                                     340  7-Cl-benzothiazol-2-yl                                                   341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                       342  5-Cl-benzoxazol-2-yl                                                     343  6-Cl-benzothiazol-2-yl                                                   344  2-Ph-thiazol-2-yl                                                        345  3-CN-4,6-Me.sub.2 -2-pyridyl                                             346  1-Ph-1,2,4-triazol-3-yl                                                  347  1-Pri-benzimidazol-2-yl                                                  348  5-Br-benzothiazol-2-yl                                                   349  5-Br-1H-benzimidazol-2-yl                                                350  7-Cl-4-MeO-benzothiazol-2-yl                                             351  1H-benzimidazol-2-yl                                                     352  5-Cl-benzothiazol-2-yl                                                   353  5-NO.sub.2 -benzoxazol-2-yl                                              354  5-t-Bu-benzoxazol-2-yl                                                   355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                        356  5-Ph-thiazol-2-yl                                                        357  5,7-Me.sub.2 -benzoxazol-2-yl                                            358  6-Me-benzoxazol-2-yl                                                     359  1,2,4-triazin-3-yl                                                       360  6-Pr-benzothiazol-2-yl                                                   361  6-PhO-benzothiazol-2-yl                                                  362  4-(4-ClPh)-thiazol-2-yl                                                  363  4-(4-MePh)-thiazol-2-yl                                                  364  5-Me-4-Ph-thiazol-2-yl                                                   365  5-Cl-1-H-benzimidazol-2-yl                                               366  5-Ph-1,2,4-triazol-3-yl                                                  367  3-Ph-1,2,4-thiadiazol-5-yl                                               ______________________________________                                    

                  TABLE 14                                                        ______________________________________                                         ##STR18##                                                                    No.       R           mp(°C.)/IR(cm.sup.-1)                            ______________________________________                                        1         H                                                                   2         methyl                                                              3         ethyl                                                               4         n-propyl                                                            5         i-propyl                                                            6         n-butyl                                                             7         i-butyl                                                             8         s-butyl                                                             9         t-butyl                                                             10        pentyl                                                              11        hexyl                                                               12        phenyl                                                              13        1-naphthyl                                                          14        2-naphthyl                                                          15        3-phenanthrenyl                                                     16        2-fluorophenyl                                                      17        3-fluorophenyl                                                      18        4-fluorophenyl                                                      19        2-chlorophenyl                                                      20        3-chlorophenyl                                                      21        4-chlorophenyl                                                      22        2-bromophenyl                                                       23        3-bromophenyl                                                       24        4-bromophenyl                                                       25        2-iodophenyl                                                        26        3-iodophenyl                                                        27        4-iodophenyl                                                        28        2-NO.sub.2 -phenyl                                                  29        3-NO.sub.3 -phenyl                                                  30        4-NO.sub.2 -phenyl                                                  31        2-CH.sub.3 -phenyl                                                  32        3-CH.sub.3 -phenyl                                                  33        4-CH.sub.3 -phenyl                                                  34        2-OMe-phenyl                                                        35        3-OMe-phenyl                                                        36        4-OMe-phenyl                                                        37        2-CF.sub.3 -phenyl                                                  38        3-CF.sub.3 -phenyl                                                  39        4-CF.sub.3 -phenyl                                                  40        2-Ph-phenyl                                                         41        3-Ph-phenyl                                                         42        4-Ph-phenyl                                                         43        2-PhO-phenyl                                                        44        3-PhO-phenyl                                                        45        4-PhO-phenyl                                                        46        2-pyridyl                                                           47        2-pyrimidyl                                                         48        2-quinalinyl                                                        49        2-pyrryl                                                            50        2-thienyl                                                           51        2-furyl                                                             52        2-imidazolyl                                                        ______________________________________                                    

                  TABLE 15                                                        ______________________________________                                         ##STR19##                                                                    No.          R           mp(°C.)/IR(cm.sup.-1)                         ______________________________________                                         1           H                                                                 2           methyl                                                            3           ethyl                                                             4           n-propyl                                                          5           i-propyl                                                          6           n-butyl                                                           7           i-butyl                                                           8           s-butyl                                                           9           t-butyl                                                          10           pentyl                                                           11           hexyl                                                            12           phenyl                                                           13           1-naphthyl                                                       14           2-naphthyl                                                       15           3-phenanthrenyl                                                  16           2-fluorophenyl                                                   17           3-fluorophenyl                                                   18           4-fluorophenyl                                                   19           2-chlorophenyl                                                   20           3-chlorophenyl                                                   21           4-chlorophenyl                                                   22           2-bromophenyl                                                    23           3-bromophenyl                                                    24           4-bromophenyl                                                    25           2-iodophenyl                                                     26           3-iodophenyl                                                     27           4-iodophenyl                                                     28           2-NO.sub.2 -phenyl                                               29           3-NO.sub.3 -phenyl                                               30           4-NO.sub.2 -phenyl                                               31           2-CH.sub.3 -phenyl                                               32           3-CH.sub.3 -phenyl                                               33           4-CH.sub.3 -phenyl                                               34           2-OMe-phenyl                                                     35           3-OMe-phenyl                                                     36           4-OMe-phenyl                                                     37           2-CF.sub.3 -phenyl                                               38           3-CF.sub.3 -phenyl                                               39           4-CF.sub.3 -phenyl                                               40           2-Ph-phenyl                                                      41           3-Ph-phenyl                                                      42           4-Ph-phenyl                                                      43           2-PhO-phenyl                                                     44           3-PhO-phenyl                                                     45           4-PhO-phenyl                                                     46           2-pyridyl                                                        47           2-pyrimidyl                                                      48           2-quinalinyl                                                     49           2-pyrryl                                                         50           2-thienyl                                                        51           2-furyl                                                          52           2-imidazolyl                                                     ______________________________________                                    

                  TABLE 16                                                        ______________________________________                                         ##STR20##                                                                                            mp (°C.)                                       No.         R           IR (cm.sup.-1)                                        ______________________________________                                         1          H                                                                  2          methyl                                                             3          ethyl                                                              4          n-propyl                                                           5          i-propyl                                                           6          n-butyl                                                            7          i-butyl                                                            8          s-butyl                                                            9          t-butyl                                                           10          pentyl                                                            11          hexyl                                                             12          phenyl                                                            13          1-naphthyl                                                        14          2-naphthyl                                                        15          3-phenanthrenyl                                                   16          2-fluorophenyl                                                    17          3-fluorophenyl                                                    18          4-fluorophenyl                                                    19          2-chlorophenyl                                                    20          3-chlorophenyl                                                    21          4-chlorophenyl                                                    22          2-bromophenyl                                                     23          3-bromophenyl                                                     24          4-bromophenyl                                                     25          2-iodophenyl                                                      26          3-iodophenyl                                                      27          4-iodophenyl                                                      28          2-NO.sub.2 -phenyl                                                29          3-NO.sub.3 -phenyl                                                30          4-NO.sub.2 -phenyl                                                31          2-CH.sub.3 -phenyl                                                32          3-CH.sub.3 -phenyl                                                33          4-CH.sub.3 -phenyl                                                34          2-OMe-phenyl                                                      35          3-OMe-phenyl                                                      36          4-OMe-phenyl                                                      37          2-CF.sub.3 -phenyl                                                38          3-CF.sub.3 -phenyl                                                39          4-CF.sub.3 -phenyl                                                40          2-Ph-phenyl                                                       41          3-Ph-phenyl                                                       42          4-Ph-phenyl                                                       43          2-PhO-phenyl                                                      44          3-PhO-phenyl                                                      45          4-PhO-phenyl                                                      46          2-pyridyl                                                         47          2-pyrimidyl                                                       48          2-quinalinyl                                                      49          2-pyrryl                                                          50          2-thienyl                                                         51          2-furyl                                                           52          2-imidazolyl                                                      ______________________________________                                    

                  TABLE 17                                                        ______________________________________                                         ##STR21##                                                                    No.          R           mp(°C.)/IR(cm.sup.-1)                         ______________________________________                                         1           H                                                                 2           methyl                                                            3           ethyl                                                             4           n-propyl                                                          5           i-propyl                                                          6           n-butyl                                                           7           i-butyl                                                           8           s-butyl                                                           9           t-butyl                                                          10           pentyl                                                           11           hexyl                                                            12           phenyl                                                           13           1-naphthyl                                                       14           2-naphthyl                                                       15           3-phenanthrenyl                                                  16           2-fluorophenyl                                                   17           3-fluorophenyl                                                   18           4-fluorophenyl                                                   19           2-chlorophenyl                                                   20           3-chlorophenyl                                                   21           4-chlorophenyl                                                   22           2-bromophenyl                                                    23           3-bromophenyl                                                    24           4-bromophenyl                                                    25           2-iodophenyl                                                     26           3-iodophenyl                                                     27           4-iodophenyl                                                     28           2-NO.sub.2 -phenyl                                               29           3-NO.sub.3 -phenyl                                               30           4-NO.sub.2 -phenyl                                               31           2-CH.sub.3 -phenyl                                               32           3-CH.sub.3 -phenyl                                               33           4-CH.sub.3 -phenyl                                               34           2-OMe-phenyl                                                     35           3-OMe-phenyl                                                     36           4-OMe-phenyl                                                     37           2-CF.sub.3 -phenyl                                               38           3-CF.sub.3 -phenyl                                               39           4-CF.sub.3 -phenyl                                               40           2-Ph-phenyl                                                      41           3-Ph-phenyl                                                      42           4-Ph-phenyl                                                      43           2-PhO-phenyl                                                     44           3-PhO-phenyl                                                     45           4-PhO-phenyl                                                     46           2-pyridyl                                                        47           2-pyrimidyl                                                      48           2-quinalinyl                                                     49           2-pyrryl                                                         50           2-thienyl                                                        51           2-furyl                                                          52           2-imidazolyl                                                     ______________________________________                                    

                  TABLE 18                                                        ______________________________________                                         ##STR22##                                                                    No.        R           mp (°C.)/IR (cm.sup.-1)                         ______________________________________                                        1          H                                                                  2          methyl                                                             3          ethyl                                                              4          n-propyl                                                           5          i-propyl                                                           6          n-butyl                                                            7          i-butyl                                                            8          s-butyl                                                            9          t-butyl                                                            10         pentyl                                                             11         hexyl                                                              12         phenyl                                                             13         1-naphthyl                                                         14         2-naphthyl                                                         15         3-phenanthrenyl                                                    16         2-fluorophenyl                                                     17         3-fluorophenyl                                                     18         4-fluorophenyl                                                     19         2-chlorophenyl                                                     20         3-chlorophenyl                                                     21         4-chlorophenyl                                                     22         2-bromophenyl                                                      23         3-bromophenyl                                                      24         4-bromophenyl                                                      25         2-iodophenyl                                                       26         3-iodophenyl                                                       27         4-iodophenyl                                                       28         2-NO.sub.2 -phenyl                                                 29         3-NO.sub.2 -phenyl                                                 30         4-NO.sub.2 -phenyl                                                 31         2-CH.sub.3 -phenyl                                                 32         3-CH.sub.3 -phenyl                                                 33         4-CH.sub.3 -phenyl                                                 34         2-OMe-phenyl                                                       35         3-OMe-phenyl                                                       36         4-OMe-phenyl                                                       37         2-CF.sub.3 -phenyl                                                 38         3-CF.sub.3 -phenyl                                                 39         4-CF.sub.3 -phenyl                                                 40         2-Ph-phenyl                                                        41         3-Ph-phenyl                                                        42         4-Ph-phenyl                                                        43         2-PhO-phenyl                                                       44         3-PhO-phenyl                                                       45         4-PhO-phenyl                                                       46         2-pyridyl                                                          47         2-pyrimidyl                                                        48         2-quinalinyl                                                       49         2-pyrryl                                                           50         2-thienyl                                                          51         2-furyl                                                            52         2-imidazolyl                                                       ______________________________________                                    

                  TABLE 19                                                        ______________________________________                                         ##STR23##                                                                                                   mp (°C.)                                No.   R                        IR (cm.sup.-1)                                 ______________________________________                                        1     methyl                                                                  2     ethyl                                                                   3     n-propyl                                                                4     iso-propyl                                                              5     n-butyl                                                                 6     s-butyl                                                                 7     iso-butyl                                                               8     tert.-butyl                                                             9     pentyl                                                                  10    hexyl                                                                   11    phenyl                                                                  12    2-F-phenyl                                                              13    3-F-phenyl                                                              14    4-F-phenyl                                                              15    2-Cl-phenyl                                                             16    3-Cl-phenyl                                                             17    4-Cl-phenyl                                                             18    2-Br-phenyl                                                             19    3-Br-phenyl                                                             20    4-Br-phenyl                                                             21    2-I-phenyl                                                              22    3-I-phenyl                                                              23    4-I-phenyl                                                              24    2-CN-phenyl                                                             25    3-CN-phenyl                                                             26    4-CN-phenyl                                                             27    2,3-F.sub.2 -phenyl                                                     28    2,4-F.sub.2 -phenyl                                                     29    2,3-Cl.sub.2 -phenyl                                                    30    2,4-Cl.sub.2 -phenyl                                                    31    2,5-Cl.sub.2 -phenyl                                                    32    2,6-Cl.sub.2 -phenyl                                                    33    3,4-Cl.sub.2 -phenyl                                                    34    3,5-Cl.sub.2 -phenyl                                                    35    2,4-Br.sub.2 -phenyl                                                    36    2,5-Br.sub.2 -phenyl                                                    37    2,6-Br.sub.2 -phenyl                                                    38    2,4-I.sub.2 -phenyl                                                     39    2-Cl, 3-F-phenyl                                                        40    2-Cl, 4-F-phenyl                                                        41    2-Cl, 5-F-phenyl                                                        42    2-Cl, 6-F-phenyl                                                        43    2-Cl, 3-Br-phenyl                                                       44    2-Cl, 4-Br-phenyl                                                       45    2-Cl, 5-Br-phenyl                                                       46    2-Cl, 6-Br-phenyl                                                       47    2-Br, 3-Cl-phenyl                                                       48    2-Br, 4-Cl-phenyl                                                       49    2-Br, 3-F-phenyl                                                        50    2-Br, 4-F-phenyl                                                        51    2-Br, 5-F-phenyl                                                        52    2-Br, 6-F-phenyl                                                        53    2-F, 3-Cl-phenyl                                                        54    2-F, 4-Cl-phenyl                                                        55    2-F, 5-Cl-phenyl                                                        56    3-Cl, 4-F-phenyl                                                        57    3-Cl, 5-F-phenyl                                                        58    3-Cl, 4-Br-phenyl                                                       59    3-Cl, 5-Br-phenyl                                                       60    3-F, 4-Cl-phenyl                                                        61    3-F, 4-Br-phenyl                                                        62    3-Br, 4-Cl-phenyl                                                       63    3-Br, 4-F-phenyl                                                        64    2,4,6-F.sub.3 -phenyl                                                   65    2,3,4-Cl.sub.3 -phenyl                                                  66    2,3,5-Cl.sub.3 -phenyl                                                  67    2,3,6-Cl.sub.3 -phenyl                                                  68    2,4,5-Cl.sub.3 -phenyl                                                  69    2,4,6-Cl.sub.3 -phenyl                                                  70    3,4,5-Cl.sub.3 -phenyl                                                  71    2,4,6-BrS-phenyl                                                        72    2,6-Cl.sub.2 -4-Br-phenyl                                               73    2,3,4,6-Cl.sub.4 -phenyl                                                74    2,3,5,6-Cl.sub.4 -phenyl                                                75    F.sub.5 -phenyl                                                         76    Cl.sub.5 -phenyl                                                        77    Br.sub.5 -phenyl                                                        78    2-CH.sub.3 -phenyl                                                      79    3-CH.sub.3 -phenyl                                                      80    4-CH.sub.3 -phenyl                                                      81    2-C.sub.2 H.sub.5 -phenyl                                               82    3-C.sub.2 H.sub.5 -phenyl                                               83    4-C.sub.2 H.sub.5 -phenyl                                               84    2-n-C.sub.3 H.sub.7 -phenyl                                             85    3-n-C.sub.3 H.sub.7 -phenyl                                             86    4-n-C.sub.3 H.sub.7 -phenyl                                             87    2-i-C.sub.3 H.sub.7 -phenyl                                             88    3-i-C.sub.3 H.sub.7 -phenyl                                             89    4-i-C.sub.3 H.sub.7 -phenyl                                             90    2-s-C.sub.4 H.sub.9 -phenyl                                             91    3-s-C.sub.4 H.sub.9 -phenyl                                             92    4-s-C.sub.4 H.sub.9 -phenyl                                             93    2-t-C.sub.4 H.sub.9 -phenyl                                             94    3-t-C.sub.4 H.sub.9 -phenyl                                             95    4-t-C.sub.4 H.sub.9 -phenyl                                             96    2,3-(CH.sub.3).sub.2 -phenyl                                            97    2,4-(CH.sub.3).sub.2 -phenyl                                            98    2,5-(CH.sub.3).sub.2 -phenyl                                            99    2,6-(CH.sub.3).sub.2 -phenyl                                            100   3,4-(CH.sub.3).sub.2 -phenyl                                            101   3,5-(CH.sub.3).sub.2 -phenyl                                            102   2,3,4-(CH.sub.3).sub.3 -phenyl                                          103   2,3,5-(CH.sub.3).sub.3 -phenyl                                          104   2,3,6-(CH.sub.3).sub.3 -phenyl                                          105   2,4,5-(CH.sub.3).sub.3 -phenyl                                          106   2,4,6-(CH.sub.3).sub.3 -phenyl                                          107   3,4,5-(CH.sub.3).sub.3 -phenyl                                          108   2,3,4,6-(CH.sub.3).sub.4 -phenyl                                        109   2,3,5,6-(CH.sub.3).sub.4 -phenyl                                        110   (CH.sub.3).sub.5 -phenyl                                                111   2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                     112   2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                     113   3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                     114   2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                   115   2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   116   2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   117   3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   118   2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                 119   2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   120   2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   121   2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   122   2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   123   3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   124   2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                 125   2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                 126   2-t-C.sub.4 H.sub.9, 5-CH.sub. 3 -phenyl                                127   2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                       128   2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                 129   2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                 130   2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 131   2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                 132   3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 133   2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                 134   2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl              135   2-cyclo-C.sub.6 H.sub.11 -phenyl                                        136   3-cyclo-C.sub.6 H.sub.11 -phenyl                                        137   4-cyclo-C.sub.6 H.sub.11 -phenyl                                        138   2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                  139   2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                            140   2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      141   3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      142   4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      143   2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                          144   2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                          145   2-C.sub.6 H.sub.5 -phenyl                                               146   3-C.sub.6 H.sub.5 -phenyl                                               147   4-C.sub.6 H.sub.5 -phenyl                                               148   4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                           149   4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                         150   2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                         151   2-Br, 4-C.sub.6 H.sub.5 -phenyl                                         152   2-C.sub.6 H.sub.5, 4-Cl-phenyl                                          153   2-C.sub.6 H.sub.5, 4-Br-phenyl                                          154   2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                 155   2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                 156   2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                157   2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                158   2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                   159   2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                   160   2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  161   2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  162   2-OCH.sub.3 -phenyl                                                     163   3-OCH.sub.3 -phenyl                                                     164   4-OCH.sub.3 -phenyl                                                     165   2,4-(OCH.sub.3).sub.2 -phenyl                                           166   2-CF.sub.3 -phenyl                                                      167   3-CF.sub.3 -phenyl                                                      168   4-CF.sub.3 -phenyl                                                      169   2-NO.sub.2 -phenyl                                                      170   3-NO.sub.2 -phenyl                                                      171   4-NO.sub.2 -phenyl                                                      172   2-CN-phenyl                                                             173   3-CN-phenyl                                                             174   4-CN-phenyl                                                             175   2-CH.sub.3, 3-Cl-phenyl                                                 176   2-CH.sub.3, 4-Cl-phenyl                                                 177   2-CH.sub.3, 5-Cl-phenyl                                                 178   2-CH.sub.3, 6-Cl-phenyl                                                 179   2-CH.sub.3, 3-F-phenyl                                                  180   2-CH.sub.3, 4-F-phenyl                                                  181   2-CH.sub.3, 5-F-phenyl                                                  182   2-CH.sub.3, 6-F-phenyl                                                  183   2-CH.sub.3, 3-Br-phenyl                                                 184   2-CH.sub.3, 4-Br-phenyl                                                 185   2-CH.sub.3, 5-Br-phenyl                                                 186   2-CH.sub.3, 6-Br-phenyl                                                 187   2-Cl, 3-CH.sub.3 -phenyl                                                188   2-Cl, 4-CH.sub.3 -phenyl                                                189   2-Cl, 5-CH.sub.3 -phenyl                                                190   2-Cl, 3-i-C.sub.3 H.sub.7                                               191   2-F, 3-CH.sub.3 -phenyl                                                 192   2-F, 4-CH.sub.3 -phenyl                                                 193   2-F, 5-CH.sub.3 -phenyl                                                 194   2-Br, 3-CH.sub.3 -phenyl                                                195   2-Br, 4-CH.sub.3 -phenyl                                                196   3-CH.sub.3, 4-Cl-phenyl                                                 197   3-CH.sub.3, 5-Cl-phenyl                                                 198   2-Br, 5-CH.sub.3 -phenyl                                                199   3-CH.sub.3, 4-F-phenyl                                                  200   3-CH.sub.3, 5-F-phenyl                                                  201   3-CH.sub.3, 4-Br-phenyl                                                 202   3-CH.sub.3, 5-Br-phenyl                                                 203   3-F, 4-CH.sub.3 -phenyl                                                 204   3-Cl, 4-CH.sub.3 -phenyl                                                205   3-Br, 4-CH.sub.3 -phenyl                                                206   2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                      207   2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                      208   2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                      209   2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                      210   2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                        211   2,6-F.sub.2, 4-CH.sub.3 -phenyl                                         212   2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                        213   2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                        214   2,4-F.sub.2, 6-CH.sub.3 -phenyl                                         215   2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                        216   2,6-(CH.sub.3).sub.2, 4-F-phenyl                                        217   2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                       218   2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                       219   3,5-(CH.sub.3).sub.2, 4-F-phenyl                                        220   3,5-(CH.sub.3).sub.2 , 4-Cl-phenyl                                      221   3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                       222   2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                      223   2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                     224   2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                     225   2,4-(CH.sub.3).sub.2, 6-F-phenyl                                        226   2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                       227   2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                       228   2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                           229   2-Cl, 4-NO.sub.2 -phenyl                                                230   2-NO.sub.2, 4-Cl-phenyl                                                 231   2-OCH.sub.3, 5-NO.sub.2 -phenyl                                         232   2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                        233   2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                        234   2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                        235   2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                        236   2,6-J.sub.2, 4-NO.sub.2 -phenyl                                         237   2-C.sub.6 H.sub.5 O-phenyl                                              238   3-C.sub.6 H.sub.5 O-phenyl                                              239   4-C.sub.6 H.sub.5 O-phenyl                                              240   3-t-C.sub.4 H.sub.9 O-phenyl                                            241   4-t-C.sub.4 H.sub.9 O-phenyl                                            242   1-naphthyl                                                              243   2-naphthyl                                                              244   2-pyridyl                                                               245   6-methyl-2-pyridyl                                                      246   6-ethyl-2-pyridyl                                                       247   6-n-propyl-2-pyridyl                                                    248   6-iso-propyl-2-pyridyl                                                  249   6-n-butyl-2-pyridyl                                                     250   6-tert.-butyl-2-pyridyl                                                 251   6-n-pentyl-2-pyridyl                                                    252   6-n-hexyl-2-pyridyl                                                     253   6-phenyl-2-pyridyl                                                      254   6-benzyl-2-pyridyl                                                      255   6-trifluoromethyl-2-pyridyl                                             256   6-methoxy-2-pyridyl                                                     257   6-chloro-2-pyridyl                                                      258   3,6-dimethyl-2-pyridyl                                                  259   3,6-diethyl-2-pyridyl                                                   260   4,6-dimethyl-2-pyridyl                                                  261   5,6-dimethyl-2-pyridyl                                                  262   4-phenyl-6-methyl-2-pyridyl                                             263   4,6-diphenyl-2-pyridyl                                                  264   3,4-dichloro-6-methyl-2-pyridyl                                         265   3,4,5-trichloro-6-phenyl-2-pyridyl                                      266   4-trifluoromethyl-6-methyl-2-pyridyl                                    267   3-cyano-6-methyl-2-pyridyl                                              268   3-cyano-6-ethyl-2-pyridyl                                               269   3-cyano-6-n-propyl-2-pyridyl                                            270   3-cyano-6-iso-propyl-2-pyridyl                                          271   3-cyano-6-cyclo-propyl-2-pyridyl                                        272   3-cyano-6-n-butyl-2-pyridyl                                             273   3-cyano-6-tert.-butyl-2-pyridyl                                         274   3-cyano-6-cyclo-hexyl-2-pyridyl                                         275   3-cyano-6-phenyl-2-pyridyl                                              276   3-cyano-4,6-dimethyl-2-pyridyl                                          277   3,5,6-trichloro-2-pyridyl                                               278   5-trifluoromethyl-2-pyridyl                                             279   3-chloro-5-trifluoromethyl-2-pyridyl                                    280   2-quinolyl                                                              281   3-methyl-2-quinolyl                                                     282   4-methyl-2-quinolyl                                                     283   4-ethyl-2-quinolyl                                                      284   4-phenyl-2-quinolyl                                                     285   6-methyl-2-quinolyl                                                     286   6-chloro-2-quinolyl                                                     287   8-methyl-2-quinolyl                                                     288   8-chloro-2-quinolyl                                                     289   3,4-dimethyl-2-quinolyl                                                 290   4-methyl-8-methoxy-2-quinolyl                                           291   4-phenyl-8-ethoxy-2-quinolyl                                            292   4-methyl-8-chloro-2-quinolyl                                            293   4-methyl-8-fluoro-2-quinolyl                                            294   4-quinolyl                                                              295   2-methyl-4-quinolyl                                                     296   2-trifluoromethyl-4-quinolyl                                            297   2-iso-propyl-4-quinolyl                                                 298   2-n-pentyl-4-quinolyl                                                   299   2-phenyl-4-quinolyl                                                     300   2,6-dimethyl-4-quinolyl                                                 301   2-methyl-6-chloro-4-quinolyl                                            302   2-methyl-6-fluoro-4-quinolyl                                            303   8-quinolyl                                                              304   2-methyl-8-quinolyl                                                     305   5,7-dichloro-8-quinolyl                                                 306   4,6-dimethyl-2-pyrimidinyl                                              307   4-trifluoromethyl-2-pyrimidinyl                                         308   4,5,6-trimethyl-2-pyrimidinyl                                           309   4-benzyl-6-methyl-2-pyrimidinyl                                         310   4-methyl-6-phenyl-2-pyrimidinyl                                         311   4,6-dimethyl-5-chloro-2-pyrimidinyl                                     312   2,6-dimethyl-4-pyrimidinyl                                              313   2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                 314   2-iso-propyl-6-methyl-4-pyrimidinyl                                     315   2-cyclo-propyl-6-methyl-4-pyrimdinyl                                    316   2-methyl-6-methoxymethyl-4-pyrimidinyl                                  317   2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                              318   2-phenyl-4-pyrimidinyl                                                  319   3,5-dimethyl-4-pyrimidinyl                                              320   2-methyl-6-trifluoromethyl-4-pyrimidinyl                                321   2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                              322   2-iso-propyl-6-trifluoromethyl-4-pyrimdinyl                             323   2-methyl-5-chloro-6-trifluoromethyl-                                          4-pyrimidinyl                                                           324   2-n-propyl-5-chloro-6-trifluoromethyl-                                        4-pyrimidinyl                                                           325   2-iso-propyl-5-chloro-6-trifluoromethyl-                                      4-pyrimidinyl                                                           326   2-tert.-butyl-5-chloro-6-trifluoromethyl-                                     4-pyrimidinyl                                                           ______________________________________                                    

                  TABLE 20                                                        ______________________________________                                         ##STR24##                                                                                                   mp (°C.)/                               No.  R                         IR(cm.sup.-1)                                  ______________________________________                                         1   methyl                                                                    2   ethyl                                                                     3   n-propyl                                                                  4   iso-propyl                                                                5   n-butyl                                                                   6   s-butyl                                                                   7   iso-butyl                                                                 8   tert.-butyl                                                               9   pentyl                                                                    10  hexyl                                                                     11  phenyl                                                                    12  2-F-phenyl                                                                13  3-F-phenyl                                                                14  4-F-phenyl                                                                15  2-Cl-phenyl                                                               16  3-Cl-phenyl                                                               17  4-Cl-phenyl                                                               18  2-Br-phenyl                                                               19  3-Br-phenyl                                                               20  4-Br-phenyl                                                               21  2-I-phenyl                                                                22  3-I-phenyl                                                                23  4-I-phenyl                                                                24  2-CN-phenyl                                                               25  3-CN-phenyl                                                               26  4-CN-phenyl                                                               27  2,3-F.sub.2 -phenyl                                                       28  2,4-F.sub.2 -phenyl                                                       29  2,3-Cl.sub.2 -phenyl                                                      30  2,4-Cl.sub.2 -phenyl                                                      31  2,5-Cl.sub.2 -phenyl                                                      32  2,6-Cl.sub.2 -phenyl                                                      33  3,4-Cl.sub.2 -phenyl                                                      34  3,5-Cl.sub.2 -phenyl                                                      35  2,4-Br.sub.2 -phenyl                                                      36  2,5-Br.sub.2 -phenyl                                                      37  2,6-Br.sub.2 -phenyl                                                      38  2,4-I.sub.2 -phenyl                                                       39  2-Cl, 3-F-phenyl                                                          40  2-Cl, 4-F-phenyl                                                          41  2-Cl, 5-F-phenyl                                                          42  2-Cl, 6-F-phenyl                                                          43  2-Cl, 3-Br-phenyl                                                         44  2-Cl, 4-Br-phenyl                                                         45  2-Cl, 5-Br-phenyl                                                         46  2-Cl, 6-Br-phenyl                                                         47  2-Br, 3-Cl-phenyl                                                         48  2-Br, 4-Cl-phenyl                                                         49  2-Br, 3-F-phenyl                                                          50  2-Br, 4-F-phenyl                                                          51  2-Br, 5-F-phenyl                                                          52  2-Br, 6-F-phenyl                                                          53  2-F, 3-Cl-phenyl                                                          54  2-F, 4-Cl-phenyl                                                          55  2-F, 5-Cl-phenyl                                                          56  3-Cl, 4-F-phenyl                                                          57  3-Cl, 5-F-phenyl                                                          58  3-Cl, 4-Br-phenyl                                                         59  3-Cl, 5-Br-phenyl                                                         60  3-F, 4-Cl-phenyl                                                          61  3-F, 4-Br-phenyl                                                          62  3-Br, 4-Cl-phenyl                                                         63  3-Br, 4-F-phenyl                                                          64  2,4,6-F.sub.3 -phenyl                                                     65  2,3,4,-Cl.sub.3 -phenyl                                                   66  2,3,5-Cl.sub.3 -phenyl                                                    67  2,3,6-Cl.sub.3 -phenyl                                                    68  2,4,5-Cl.sub.3 -phenyl                                                    69  2,4,6-Cl.sub.3 -phenyl                                                    70  3,4,5-Cl.sub.3 -phenyl                                                    71  2,4,6-BrS-phenyl                                                          72  2,6-Cl.sub.2 -4-Br-phenyl                                                 73  2,3,4,6-Cl.sub.4 -phenyl                                                  74  2,3,5,6-Cl.sub.4 -phenyl                                                  75  F.sub.5 -phenyl                                                           76  Cl.sub.5 -phenyl                                                          77  Br.sub.5 -phenyl                                                          78  2-CH.sub.3 -phenyl                                                        79  3-CH.sub.3 -phenyl                                                        80  4-CH.sub.3 -phenyl                                                        81  2-C.sub.2 H.sub.5 -phenyl                                                 82  3-C.sub.2 H.sub.5 -phenyl                                                 83  4-C.sub.2 H.sub.5 -phenyl                                                 84  2-n-C.sub.3 H.sub.7 -phenyl                                               85  3-n-C.sub.3 H.sub.7 -phenyl                                               86  4-n-C.sub.3 H.sub.7 -phenyl                                               87  2-i-C.sub.3 H.sub.7 -phenyl                                               88  3-i-C.sub.3 H.sub.7 -phenyl                                               89  4-i-C.sub.3 H.sub.7 -phenyl                                               90  2-s-C.sub.4 H.sub.9 -phenyl                                               91  3-s-C.sub.4 H.sub.9 -phenyl                                               92  4-s-C.sub.4 H.sub.9 -phenyl                                               93  2-t-C.sub.4 H.sub.9 -phenyl                                               94  3-t-C.sub.4 H.sub.9 -phenyl                                               95  4-t-C.sub.4 H.sub.9 -phenyl                                               96  2,3-(CH.sub.3).sub.2 -phenyl                                              97  2,4-(CH.sub.3).sub.2 -phenyl                                              98  2,5-(CH.sub.3).sub.2 -phenyl                                              99  2,6-(CH.sub.3).sub.2 -phenyl                                             100  3,4-(CH.sub.3).sub.2 -phenyl                                             101  3,5-(CH.sub.3).sub.2 -phenyl                                             102  2,3,4-(CH.sub.3).sub.3 -phenyl                                           103  2,3,5-(CH.sub.3).sub.3 -phenyl                                           104  2,3,6-(CH.sub.3).sub.3 -phenyl                                           105  2,4,5-(CH.sub.3).sub.3 -phenyl                                           106  2,4,6-(CH.sub.3).sub.3 -phenyl                                           107  3,4,5-(CH.sub.3).sub.3 -phenyl                                           108  2,3,4,6-(CH.sub.3).sub.4 -phenyl                                         109  2,3,5,6-(CH.sub.3).sub.4 -phenyl                                         110  (CH.sub.3).sub.5 -phenyl                                                 111  2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                      112  2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                      113  3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                      114  2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                    115  2,4-(i-C.sub.3 H.sub. 7).sub.2 -phenyl                                   116  2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    117  3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                    118  2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                  119  2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    120  2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    121  2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    122  2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    123  3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                    124  2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                  125  2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                  126  2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                  127  2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                        128  2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                  129  2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                  130  2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  131  2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                  132  3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                  133  2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                  134  2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl               135  2-cyclo-C.sub.6 H.sub.11 -phenyl                                         136  3-cyclo-C.sub.6 H.sub.11 -phenyl                                         137  4-cyclo-C.sub.6 H.sub.11 -phenyl                                         138  2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                   139  2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                             140  2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       141  3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       142  4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                       143  2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                           144  2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                           145  2-C.sub.6 H.sub.5 -phenyl                                                146  3-C.sub.6 H.sub.5 -phenyl                                                147  4-C.sub.6 H.sub.5 -phenyl                                                148  4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                            149  4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                          150  2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                          151  2-Br, 4-C.sub.6 H.sub.5 -phenyl                                          152  2-C.sub.6 H.sub.5, 4-Cl-phenyl                                           153  2-C.sub.6 H.sub.5, 4-Br-phenyl                                           154  2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                  155  2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                  156  2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 157  2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                 158  2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                    159  2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                    160  2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   161  2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                   162  3-OCH.sub.3 -phenyl                                                      163  2,4-(OCH.sub.3).sub.2 -phenyl                                            164  2-CF.sub.3 -phenyl                                                       165  3-CF.sub.3 -phenyl                                                       166  4-CF.sub.3 -phenyl                                                       167  2-NO.sub.2 -phenyl                                                       168  3-NO.sub.2 -phenyl                                                       169  4-NO.sub.2 -phenyl                                                       170  2-CN-phenyl                                                              171  3-CN-phenyl                                                              172  4-CN-phenyl                                                              173  2-CH.sub.3, 3-Cl-phenyl                                                  174  2-CH.sub.3, 4-Cl-phenyl                                                  175  2-CH.sub.3, 5-Cl-phenyl                                                  176  2-CH.sub.3, 6-Cl-phenyl                                                  177  2-CH.sub.3, 3-F-phenyl                                                   178  2-CH.sub.3, 4-F-phenyl                                                   179  2-CH.sub.3, 5-F-phenyl                                                   180  2-CH.sub.3, 6-F-phenyl                                                   181  2-CH.sub.3, 3-Br-phenyl                                                  182  2-CH.sub.3, 4-Br-phenyl                                                  183  2-CH.sub.3, 5-Br-phenyl                                                  184  2-CH.sub.3, 6-Br-phenyl                                                  185  2-Cl, 3-CH.sub.3 -phenyl                                                 186  2-Cl, 4-CH.sub.3 -phenyl                                                 187  2-Cl, 5-CH.sub.3 -phenyl                                                 188  2-Cl, 3-i-C.sub.3 H.sub.7                                                189  2-F, 3-CH.sub.3 -phenyl                                                  190  2-F, 4-CH.sub.3 -phenyl                                                  191  2-F, 5-CH.sub.3 -phenyl                                                  192  2-Br, 3-CH.sub.3 -phenyl                                                 193  2-Br, 4-CH.sub.3 -phenyl                                                 194  3-CH.sub.3, 4-Cl-phenyl                                                  195  3-CH.sub.3, 5-Cl-phenyl                                                  196  2-Br, 5-CH.sub.3 -phenyl                                                 197  3-CH.sub.3, 4-F-phenyl                                                   198  3-CH.sub.3, 5-F-phenyl                                                   199  3-CH.sub.3, 4-Br-phenyl                                                  200  3-CH.sub.3, 5-Br-phenyl                                                  201  3-F, 4-CH.sub.3 -phenyl                                                  202  3-Cl, 4-CH.sub.3 -phenyl                                                 203  3-Br, 4-CH.sub.3 -phenyl                                                 204  2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                       205  2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                       206  2-Cl, 3,5-(CH.sub.3).sub. 2 -phenyl                                      207  2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                       208  2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                         209  2,6-F.sub.2, 4-CH.sub.3 -phenyl                                          210  2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                         211  2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                         212  2,4-F.sub.2, 6-CH.sub.3 -phenyl                                          213  2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                         214  2,6-(CH.sub.3).sub.2, 4-F-phenyl                                         215  2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                        216  2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                        217  3,5-(CH.sub.3).sub.2, 4-F-phenyl                                         218  3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                        219  3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                        220  2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                       221  2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                      222  2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                      223  2,4-(CH.sub.3).sub.2, 6-F-phenyl                                         224  2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                        225  2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                        226  2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                            227  2-Cl, 4-NO.sub.2 -phenyl                                                 228  2-NO.sub.2, 4-Cl-phenyl                                                  229  2-OCH.sub.3, 5-NO.sub.2 -phenyl                                          230  2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                         231  2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                         232  2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                         233  2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                         234  2,6-I.sub.2, 4-NO.sub.2 -phenyl                                          235  2-C.sub.6 H.sub.5 O-phenyl                                               236  3-C.sub.6 H.sub.5 O-phenyl                                               237  4-C.sub.6 H.sub.5 O-phenyl                                               238  3-t-C.sub.4 H.sub.9 O-phenyl                                             239  4-t-C.sub.4 H.sub.9 O-phenyl                                             240  1-naphthyl                                                               241  2-naphthyl                                                               242  2-pyridyl                                                                243  6-methyl-2-pyridyl                                                       244  6-ethyl-2-pyridyl                                                        245  6-n-propyl-2-pyridyl                                                     246  6-iso-propyl-2-pyridyl                                                   247  6-n-butyl-2-pyridyl                                                      248  6-tert.-butyl-2-pyridyl                                                  249  6-n-pentyl-2-pyridyl                                                     250  6-n-hexyl-2-pyridyl                                                      251  6-phenyl-2-pyridyl                                                       252  6-benzyl-2-pyridyl                                                       253  6-trifluoromethyl-2-pyridyl                                              254  6-methoxy-2-pyridyl                                                      255  6-chloro-2-pyridyl                                                       256  3,6-dimethyl-2-pyridyl                                                   257  3,6-diethyl-2-pyridyl                                                    258  4,6-dimethyl-2-pyridyl                                                   259  5,6-dimethyl-2-pyridyl                                                   260  4-phenyl-6-methyl-2-pyridyl                                              261  4,6-diphenyl-2-pyridyl                                                   262  3,4-dichloro-6-methyl-2-pyridyl                                          263  3,4,5-trichloro-6-phenyl-2-pyridyl                                       264  4-trifluoromethyl-6-methyl-2-pyridyl                                     265  3-cyano-6-methyl-2-pyridyl                                               266  3-cyano-6-ethyl-2-pyridyl                                                267  3-cyano-6-n-propyl-2-pyridyl                                             268  3-cyano-6-iso-propyl-2-pyridyl                                           269  3-cyano-6-cyclo-propyl-2-pyridyl                                         270  3-cyano-6-n-butyl-2-pyridyl                                              271  3-cyano-6-tert.-butyl-2-pyridyl                                          272  3-cyano-6-cyclo-hexyl-2-pyridyl                                          273  3-cyano-6-phenyl-2-pyridyl                                               274  3-cyano-4,6-dimethyl-2-pyridyl                                           275  3,5,6-trichloro-2-pyridyl                                                276  5-trifluoromethyl-2-pyridyl                                              277  3-chloro-5-trifluoromethyl-2-pyridyl                                     278  2-quinolyl                                                               279  3-methyl-2-quinolyl                                                      280  4-methyl-2-quinolyl                                                      281  4-ethyl-2-quinolyl                                                       282  4-phenyl-2-quinolyl                                                      283  6-methyl-2-quinolyl                                                      284  6-chloro-2-quinolyl                                                      285  8-methyl-2-quinolyl                                                      286  8-chloro-2-quinolyl                                                      287  3,4-dimethyl-2-quinolyl                                                  288  4-methyl-8-methoxy-2-quinolyl                                            289  4-phenyl-8-ethoxy-2-quinolyl                                             290  4-methyl-8-chloro-2-quinolyl                                             291  4-methyl-8-fluoro-2-quinolyl                                             292  4-quinolyl                                                               293  2-methyl-4-quinolyl                                                      294  2-trifluoromethyl-4-quinolyl                                             295  2-iso-propyl-4-quinolyl                                                  296  2-n-pentyl-4-quinolyl                                                    297  2-phenyl-4-quinolyl                                                      298  2,6-dimethyl-4-quinolyl                                                  299  2-methyl-6-chloro-4-quinolyl                                             300  2-methyl-6-fluoro-4-quinolyl                                             301  8-quinolyl                                                               302  2-methyl-8-quinolyl                                                      303  5,7-dichloro-8-quinolyl                                                  304  4,6-dimethyl-2-pyrimidinyl                                               305  4-trifluoromethyl-2-pyrimidinyl                                          306  4,5,6-trimethyl-2-pyrimidinyl                                            307  4-benzyl-6-methyl-2-pyrimidinyl                                          308  4-methyl-6-phenyl-2-pyrimidinyl                                          309  4,6-dimethyl-5-chloro-2-pyrimidinyl                                      310  2,6-dimethyl-4-pyrimidinyl                                               311  2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                  312  2-iso-propyl-6-methyl-4-pyrimidinyl                                      313  2-cyclo-propyl-6-methyl-4-pyrimidinyl                                    314  2-methyl-6-methoxymethyl-4-pyrimidinyl                                   315  2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                               316  2-phenyl-4-pyrimidinyl                                                   317  3,5-dimethyl-4-pyrimidinyl                                               318  2-methyl-6-trifluoromethyl-4-pyrimidinyl                                 319  2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                               320  2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                             321  2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                        322  2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                      323  2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    324  2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                   325  6-EtO-benzothiazol-2-yl                                                  326  benzoxazol-2-yl                                                          327  1-Me-imidazol-2-yl                                                       328  4-but-1H-imidazol-2-yl                                                   329  2-thiazolin-2-yl                                                         330  5-CF.sub.3 -benzimidazol-2-yl                                            331  1-Ph-tetrazol-5-yl                                                       332  5-CF.sub.3 -benzothiazol-2-yl                                            333  4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                               334  6-Cl-4-Me-benzothiazol-2-yl                                              335  5-Me-benzothiazol-2-yl                                                   336  4-Cl-benzothiazol-2-yl                                                   337  1-(3-NO.sub.2Ph)tetrazol-5-yl                                            338  2-thienyl                                                                339  5-Me-benzoxazol-2-yl                                                     340  7-Cl-benzothiazol-2-yl                                                   341  5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                       342  5-Cl-benzoxazol-2-yl                                                     343  6-Cl-benzothiazol-2-yl                                                   344  2-Ph-thiazol-2-yl                                                        345  3-CN-4,6-Me.sub.2 -2-pyridyl                                             346  1-Ph-1,2,4-triazol-3-yl                                                  347  1-Pri-benzimidazol-2-yl                                                  348  5-Br-benzothiazol-2-yl                                                   349  5-Br-1H-benzimidazol-2-yl                                                350  7-Cl-4-MeO-benzothiazol-2-yl                                             351  1H-benzimidazol-2-yl                                                     352  5-Cl-benzothiazol-2-yl                                                   353  5-NO.sub.2 -benzoxazol-2-yl                                              354  5-t-Bu-benzoxazol-2-yl                                                   355  4,6,7-Cl.sub.3 -benzothiozol-2-yl                                        356  5-Ph-thiazol-2-yl                                                        357  5,7-Me.sub.2 -benzoxazol-2-yl                                            358  6-Me-benzoxazol-2-yl                                                     359  1,2,4-triazin-3-yl                                                       360  6-Pr-benzothiazol-2-yl                                                   361  6-PhO-benzothiazol-2-yl                                                  362  4-(4-ClPh)-thiazol-2-yl                                                  363  4-(4-MePh)-thiazol-2-yl                                                  364  5-Me-4-Ph-thiazol-2-yl                                                   365  5-Cl-1-H-benzimidazol-2-yl                                               366  5-Ph-1,2,4-triazol-3-yl                                                  367  3-Ph-1,2,4-thiadiazol-5-yl                                               ______________________________________                                    

                                      TABLE 21                                    __________________________________________________________________________     ##STR25##                                                                    No. R                        mp(°C.)/IR(cm.sup.-1)                     __________________________________________________________________________    1   methyl                                                                    2   ethyl                                                                     3   n-propyl                                                                  4   iso-propyl                                                                5   n-butyl                                                                   6   s-butyl                                                                   7   iso-butyl                                                                 8   tert.-butyl                                                               9   pentyl                                                                    10  hexyl                                                                     11  phenyl                                                                    12  2-F-phenyl                                                                13  3-F-phenyl                                                                14  4-F-phenyl                                                                15  2-Cl-phenyl              58-60° C.                                 16  3-Cl-phenyl                                                               17  4-Cl-phenyl                                                               18  2-Br-phenyl                                                               19  3-Br-phenyl                                                               20  4-Br-phenyl                                                               21  2-I-phenyl                                                                22  3-I-phenyl                                                                23  4-I-phenyl                                                                24  2-CH.sub.3 -phenyl       1662, 1494, 1461, 1240, 1190,                                                 1122, 1051, 1025, 845, 753 (cm.sup.-1)           25  2-CN-phenyl                                                               26  3-CN-phenyl                                                               27  4-CN-phenyl                                                               28  2,3-F.sub.2 -phenyl                                                       29  2,4-F.sub.2 -phenyl                                                       30  2,3-Cl.sub.2 -phenyl                                                      31  2,4-Cl.sub.2 -phenyl                                                      32  2,5-Cl.sub.2 -phenyl                                                      33  2,6-Cl.sub.2 -phenyl                                                      34  3,4-Cl.sub.2 -phenyl                                                      35  3,5-Cl.sub.2 -phenyl                                                      36  2,4-Br.sub.2 -phenyl                                                      37  2,5-Br.sub.2 -phenyl                                                      38  2,6-Br.sub.2 -phenyl                                                      39  2,4-I.sub.2 -phenyl                                                       40  2-Cl, 3-F-phenyl                                                          41  2-Cl, 4-F-phenyl                                                          42  2-Cl, 5-F-phenyl                                                          43  2-Cl, 6-F-phenyl                                                          44  2-Cl, 3-Br-phenyl                                                         45  2-Cl, 4-Br-phenyl                                                         46  2-Cl, 5-Br-phenyl                                                         47  2-Cl, 6-Br-phenyl                                                         48  2-Br, 3-Cl-phenyl                                                         49  2-Br, 4-Cl-phenyl                                                         50  2-Br, 3-F-phenyl                                                          51  2-Br, 4-F-phenyl                                                          52  2-Br, 5-F-phenyl                                                          53  2-Br, 6-F-phenyl                                                          54  2-F, 3-Cl-phenyl                                                          55  2-F, 4-Cl-phenyl                                                          56  2-F, 5-Cl-phenyl                                                          57  3-Cl, 4-F-phenyl                                                          58  3-Cl, 5-F-phenyl                                                          59  3-Cl, 4-Br-phenyl                                                         60  3-Cl, 5-Br-phenyl                                                         61  3-F, 4-Cl-phenyl                                                          62  3-F, 4-Br-phenyl                                                          63  3-Br, 4-Cl-phenyl                                                         64  3-Br, 4-F-phenyl                                                          65  2,4,6-F.sub.3 -phenyl                                                     66  2,3,4,-Cl.sub.3 -phenyl                                                   67  2,3,5-Cl.sub.3 -phenyl                                                    68  2,3,6-Cl.sub.3 -phenyl                                                    69  2,4,5-Cl.sub.3 -phenyl                                                    70  2,4,6-Cl.sub.3 -phenyl                                                    71  3,4,5-Cl.sub.3 -phenyl                                                    72  2,4,6-BrS-phenyl                                                          73  2,6-Cl.sub.2 -4-Br-phenyl                                                 74  2,3,4,6-Cl.sub.4 -phenyl                                                  75  2,3,5,6-Cl.sub.4 -phenyl                                                  76  F.sub.5 -phenyl                                                           77  Cl.sub.5 -phenyl                                                          78  Br.sub.5 -phenyl                                                          79  2-CH.sub.3 -phenyl                                                        80  3-CH.sub.3 -phenyl                                                        81  4-CH.sub.3 -phenyl                                                        82  2-C.sub.2 H.sub.5 -phenyl                                                 83  3-C.sub.2 H.sub.5 -phenyl                                                 84  4-C.sub.2 H.sub.5 -phenyl                                                 85  2-n-C.sub.3 H.sub.7 -phenyl                                               86  3-n-C.sub.3 H.sub.7 -phenyl                                               87  4-n-C.sub.3 H.sub.7 -phenyl                                               88  2-i-C.sub.3 H.sub.7 -phenyl                                               89  3-i-C.sub.3 H.sub.7 -phenyl                                               90  4-i-C.sub.3 H.sub.7 -phenyl                                               91  2-s-C.sub.4 H.sub.9 -phenyl                                               92  3-s-C.sub.4 H.sub.9 -phenyl                                               93  4-s-C.sub.4 H.sub.9 -phenyl                                               94  2-t-C.sub.4 H.sub.9 -phenyl                                               95  3-t-C.sub.4 H.sub.9 -phenyl                                               96  4-t-C.sub.4 H.sub. 9 -phenyl                                              97  2,3-(CH.sub.3).sub.2 -phenyl                                              98  2,4-(CH.sub.3).sub.2 -phenyl                                              99  2,5-(CH.sub.3).sub.2 -phenyl                                              100 2,6-(CH.sub.3).sub.2 -phenyl                                              101 3,4-(CH.sub.3).sub.2 -phenyl                                              102 3,5-(CH.sub.3).sub.2 -phenyl                                              103 2,3,4-(CH.sub.3).sub.3 -phenyl                                            104 2,3,5-(CH.sub.3).sub.3 -phenyl                                            105 2,3,6-(CH.sub.3).sub.3 -phenyl                                            106 2,4,5-(CH.sub.3).sub.3 -phenyl                                            107 2,4,6-(CH.sub.3).sub.3 -phenyl                                            108 3,4,5-(CH.sub.3).sub.3 -phenyl                                            109 2,3,4,6-(CH.sub.3).sub.4 -phenyl                                          110 2,3,5,6-(CH.sub.3).sub.4 -phenyl                                          111 (CH.sub.3).sub.5 -phenyl                                                  112 2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                       113 2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                       114 3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                       115 2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                     116 2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     117 2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     118 3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                     119 2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                   120 2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     121 2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     122 2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     123 2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     124 3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                     125 2,4,6-(t-C.sub.4 H.sub. 9).sub.3 -phenyl                                  126 2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                   127 2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                   128 2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                         129 2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                   130 2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                   131 1-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   132 2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                   133 3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                   134 2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                   135 2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl                136 2-cyclo-C.sub.6 H.sub.11 -phenyl                                          137 3-cyclo-C.sub.6 H.sub.11 -phenyl                                          138 4-cyclo-C.sub.6 H.sub.11 -phenyl                                          139 2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                    140 2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                              141 2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        142 3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        143 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                        144 2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                            145 2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                            146 2-C.sub.6 H.sub.5 -phenyl                                                 147 3-C.sub.6 H.sub.5 -phenyl                                                 148 4-C.sub.6 H.sub.5 -phenyl                                                 149 4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                             150 4-C.sub.6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                           151 2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                           152 2-Br, 4-C.sub.6 H.sub.5 -phenyl                                           153 2-C.sub.6 H.sub.5, 4-Cl-phenyl                                            154 2-C.sub.6 H.sub.5, 4-Br-phenyl                                            155 2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                   156 2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                   157 2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  158 2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                  159 2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                     160 2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                     161 2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    162 2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                    163 3-OCH.sub.3 -phenyl                                                       164 2,4-(OCH.sub.3).sub.2 -phenyl                                             165 2-CF.sub.3 -phenyl                                                        166 3-CF.sub.3 -phenyl                                                        167 4-CF.sub.3 -phenyl                                                        168 2-NO.sub.2 -phenyl                                                        169 3-NO.sub.2 -phenyl                                                        170 4-NO.sub.2 -phenyl                                                        171 2-CN-phenyl                                                               172 3-CN-phenyl                                                               173 4-CN-phenyl                                                               174 2-CH.sub.3, 3-Cl-phenyl                                                   175 2-CH.sub.3, 4-Cl-phenyl                                                   176 2-CH.sub.3, 5-Cl-phenyl                                                   177 2-CH.sub.3, 6-Cl-phenyl                                                   178 2-CH.sub.3, 3-F-phenyl                                                    179 2-CH.sub.3, 4-F-phenyl                                                    180 2-CH.sub.3, 5-F-phenyl                                                    181 2-CH.sub.3, 6-F-phenyl                                                    182 2-CH.sub.3, 3-Br-phenyl                                                   183 2-CH.sub. 3, 4-Br-phenyl                                                  184 2-CH.sub.3, 5-Br-phenyl                                                   185 2-CH.sub.3, 6-Br-phenyl                                                   186 2-Cl, 3-CH.sub.3 -phenyl                                                  187 2-Cl, 4-CH.sub.3 -phenyl                                                  188 2-Cl, 5-CH.sub.3 -phenyl                                                  189 2-Cl, 3-i-C.sub.3 H.sub.7                                                 190 2-F, 3-CH.sub.3 -phenyl                                                   191 2-F, 4-CH.sub.3 -phenyl                                                   192 2-F, 5-CH.sub.3 -phenyl                                                   193 2-Br, 3-CH.sub.3 -phenyl                                                  194 2-Br, 4-CH.sub.3 -phenyl                                                  195 3-CH.sub.3, 4-Cl-phenyl                                                   196 3-CH.sub.3, 5-Cl-phenyl                                                   197 2-Br, 5-CH.sub.3 -phenyl                                                  198 3-CH.sub.3, 4-F-phenyl                                                    199 3-CH.sub.3, 5-F-phenyl                                                    200 3-CH.sub.3, 4-Br-phenyl                                                   201 3-CH.sub.3, 5-Br-phenyl                                                   202 3-F, 4-CH.sub.3 -phenyl                                                   203 3-Cl, 4-CH.sub.3 -phenyl                                                  204 3-Br, 4-CH.sub.3 -phenyl                                                  205 2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                        206 2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                        207 2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                        208 2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                        209 2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                          210 2,6-F.sub.2, 4-CH.sub.3 -phenyl                                           211 2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                          212 2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                          213 2,4-F.sub.2, 6-CH.sub.3 -phenyl                                           214 2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                          215 2,6-(CH.sub.3).sub.2, 4-F-phenyl                                          216 2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                         217 2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                         218 3,5-(CH.sub.3).sub.2, 4-F-phenyl                                          219 3,5-(CH.sub.3).sub.2, 4-Cl-phenyl                                         220 3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                         221 2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                        222 2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                       223 2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                       224 2,4-(CH.sub.3).sub.2, 6-F-phenyl                                          225 2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                         226 2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                         227 2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                             228 2-Cl, 4-NO.sub.2 -phenyl                                                  229 2-NO.sub.2, 4-Cl-phenyl                                                   230 2-OCH.sub.3, 5-NO.sub.2 -phenyl                                           231 2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                          232 2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                          233 2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                          234 2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                          235 2,6-I.sub.2, 4-NO.sub.2 -phenyl                                           236 2-C.sub.6 H.sub.5 O-phenyl                                                237 3-C.sub.6 H.sub.5 O-phenyl                                                238 4-C.sub.6 H.sub.5 O-phenyl                                                239 3-t-C.sub.4 H.sub.9 O-phenyl                                              240 4-t-C.sub.4 H.sub.9 O-phenyl                                              241 1-naphthyl                                                                242 2-naphthyl                                                                243 2-pyridyl                                                                 244 6-methyl-2-pyridyl                                                        245 6-ethyl-2-pyridyl                                                         246 6-n-propyl-2-pyridyl                                                      247 6-iso-propyl-2-pyridyl                                                    248 6-n-butyl-2-pyridyl                                                       249 6-tert.-butyl-2-pyridyl                                                   250 6-n-pentyl-2-pyridyl                                                      251 6-n-hexyl-2-pyridyl                                                       252 6-phenyl-2-pyridyl                                                        253 6-benzyl-2-pyridyl                                                        254 6-trifluoromethyl-2-pyridyl                                               255 6-methoxy-2-pyridyl                                                       256 6-chloro-2-pyridyl                                                        257 3,6-dimethyl-2-pyridyl                                                    258 3,6-diethyl-2-pyridyl                                                     259 4,6-dimethyl-2-pyridyl                                                    260 5,6-dimethyl-2-pyridyl                                                    261 4-phenyl-6-methyl-2-pyridyl                                               262 4,6-diphenyl-2-pyridyl                                                    263 3,4-dichloro-6-methyl-2-pyridyl                                           264 3,4,5-trichloro-6-phenyl-2-pyridyl                                        265 4-trifluoromethyl-6-methyl-2-pyridyl                                      266 3-cyano-6-methyl-2-pyridyl                                                267 3-cyano-6-ethyl-2-pyridyl                                                 268 3-cyano-6-n-propyl-2-pyridyl                                              269 3-cyano-6-iso-propyl-2-pyridyl                                            270 3-cyano-6-cyclo-propyl-2-pyridyl                                          271 3-cyano-6-n-butyl-2-pyridyl                                               272 3-cyano-6-tert.-butyl-2-pyridyl                                           273 3-cyano-6-cyclo-hexyl-2-pyridyl                                           274 3-cyano-6-phenyl-2-pyridyl                                                275 3-cyano-4,6-dimethyl-2-pyridyl                                            276 3,5,6-trichloro-2-pyridyl                                                 277 5-trifluoromethyl-2-pyridyl                                               278 3-chloro-5-trifluoromethyl-2-pyridyl                                      279 2-quinolyl                                                                280 3-methyl-2-quinolyl                                                       281 4-methyl-2-quinolyl                                                       282 4-ethyl-2-quinolyl                                                        283 4-phenyl-2-quinolyl                                                       284 6-methyl-2-quinolyl                                                       285 6-chloro-2-quinolyl                                                       286 8-methyl-2-quinolyl                                                       287 8-chloro-2-quinolyl                                                       288 3,4-dimethyl-2-quinolyl                                                   289 4-methyl-8-methoxy-2-quinolyl                                             290 4-phenyl-8-ethoxy-2-quinolyl                                              291 4-methyl-8-chloro-2-quinolyl                                              292 4-methyl-8-fluoro-2-quinolyl                                              293 4-quinolyl                                                                294 2-methyl-4-quinolyl                                                       295 2-trifluoromethyl-4-quinolyl                                              296 2-iso-propyl-4-quinolyl                                                   297 2-n-pentyl-4-quinolyl                                                     298 2-phenyl-4-quinolyl                                                       299 2,6-dimethyl-4-quinolyl                                                   300 2-methyl-6-chloro-4-quinolyl                                              301 2-methyl-6-fluoro-4-quinolyl                                              302 8-quinolyl                                                                303 2-methyl-8-quinolyl                                                       304 5,7-dichloro-8-quinolyl                                                   305 4,6-dimethyl-2-pyrimidinyl                                                306 4-trifluoromethyl-2-pyrimidinyl                                           307 4,5,6-trimethyl-2-pyrimidinyl                                             308 4-benzyl-6-methyl-2-pyrimidinyl                                           309 4-methyl-6-phenyl-2-pyrimidinyl                                           310 4,6-dimethyl-5-chloro-2-pyrimidinyl                                       311 2,6-dimethyl-4-pyrimidinyl                                                312 2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                   313 2-iso-propyl-6-methyl-4-pyrimidinyl                                       314 2-cyclo-propyl-6-methyl-4-pyrimidinyl                                     315 2-methyl-6-methoxymethyl-4-pyrimidinyl                                    316 2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                                317 2-phenyl-4-pyrimidinyl                                                    318 3,5-dimethyl-4-pyrimidinyl                                                319 2-methyl-6-trifluoromethyl-4-pyrimidinyl                                  320 2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                                321 2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                              322 2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                         323 2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       324 2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     325 2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                    __________________________________________________________________________

                  TABLE 22                                                        ______________________________________                                         ##STR26##                                                                    No.   R                    mp(°C.)/IR(cm.sup.-1)                       ______________________________________                                        1     methyl                                                                  2     ethyl                                                                   3     n-propyl                                                                4     iso-propyl                                                              5     n-butyl                                                                 6     s-butyl                                                                 7     iso-butyl                                                               8     tert.-butyl                                                             9     pentyl                                                                  10    hexyl                                                                   11    phenyl                                                                  12    2-F-phenyl                                                              13    3-F-phenyl                                                              14    4-F-phenyl                                                              15    2-Cl-phenyl      1661, 1451, 1443, 1139, 1115,                                                 1043, 1035, 1024, 846, 749                             16    3-Cl-phenyl                                                             17    4-Cl-phenyl                                                             18    2-Br-phenyl                                                             19    3-Br-phenyl                                                             20    4-Br-phenyl                                                             21    2-I-phenyl                                                              22    3-I-phenyl                                                              23    4-I-phenyl                                                              24    2-CN-phenyl                                                             25    3-CN-phenyl                                                             26    4-CN-phenyl                                                             27    2,3-F.sub.2 -phenyl                                                     28    2,4-F.sub.2 -phenyl                                                     29    2,3-Cl.sub.2 -phenyl                                                    30    2,4-Cl.sub.2 -phenyl                                                    31    2,5-Cl.sub.2 -phenyl                                                    32    2,6-Cl.sub.2 -phenyl                                                    33    3,4-Cl.sub.2 -phenyl                                                    34    3,5-Cl.sub.2 -phenyl                                                    35    2,4-Br.sub.2 -phenyl                                                    36    2,5-Br.sub.2 -phenyl                                                    37    2,6-Br.sub.2 -phenyl                                                    38    2,4-I.sub.2 -phenyl                                                     39    2-Cl, 3-F-phenyl                                                        40    2-Cl, 4-F-phenyl                                                        41    2-Cl, 5-F-phenyl                                                        42    2-Cl, 6-F-phenyl                                                        43    2-Cl, 3-Br-phenyl                                                       44    2-Cl, 4-Br-phenyl                                                       45    2-Cl, 5-Br-phenyl                                                       46    2-Cl, 6-Br-phenyl                                                       47    2-Br, 3-Cl-phenyl                                                       48    2-Br, 4-Cl-phenyl                                                       49    2-Br, 3-F-phenyl                                                        50    2-Br, 4-F-phenyl                                                        51    2-Br, 5-F-phenyl                                                        52    2-Br, 6-F-phenyl                                                        53    2-F, 3-Cl-phenyl                                                        54    2-F, 4-Cl-phenyl                                                        55    2-F, 5-Cl-phenyl                                                        56    3-Cl, 4-F-phenyl                                                        57    3-Cl, 5-F-phenyl                                                        58    3-Cl, 4-Br-phenyl                                                       59    3-Cl, 5-Br-phenyl                                                       60    3-F, 4-Cl-phenyl                                                        61    3-F, 4-Br-phenyl                                                        62    3-Br, 4-Cl-phenyl                                                       63    3-Br, 4-F-phenyl                                                        64    2,4,6-F.sub.3 -phenyl                                                   65    2,3,4,-Cl.sub.3 -phenyl                                                 66    2,3,5-Cl.sub.3 -phenyl                                                  67    2,3,6-Cl.sub.3 -phenyl                                                  68    2,4,5-Cl.sub.3 -phenyl                                                  69    2,4,6-Cl.sub.3 -phenyl                                                  70    3,4,5-Cl.sub.3 -phenyl                                                  71    2,4,6-BrS-phenyl                                                        72    2,6-Cl.sub.2 -4-Br-phenyl                                               73    2,3,4,6-Cl.sub.4 -phenyl                                                74    2,3,5,6-Cl.sub.4 -phenyl                                                75    F.sub.5 -phenyl                                                         76    Cl.sub.5 -phenyl                                                        77    Br.sub.5 -phenyl                                                        78    2-CH.sub.3 -phenyl                                                      79    3-CH.sub.3 -phenyl                                                      80    4-CH.sub.3 -phenyl                                                      81    2-C.sub.2 H.sub.5 -phenyl                                               82    3-C.sub.2 H.sub.5 -phenyl                                               83    4-C.sub.2 H.sub.5 -phenyl                                               84    2-n-C.sub.3 H.sub.7 -phenyl                                             85    3-n-C.sub.3 H.sub.7 -phenyl                                             86    4-n-C.sub.3 H.sub.7 -phenyl                                             87    2-i-C.sub.3 H.sub.7 -phenyl                                             88    3-i-C.sub.3 H.sub.7 -phenyl                                             89    4-i-C.sub.3 H.sub.7 -phenyl                                             90    2-s-C.sub.4 H.sub.9 -phenyl                                             91    3-s-C.sub.4 H.sub.9 -phenyl                                             92    4-s-C.sub.4 H.sub.9 -phenyl                                             93    2-t-C.sub.4 H.sub.9 -phenyl                                             94    3-t-C.sub.4 H.sub.9 -phenyl                                             95    4-t-C.sub.4 H.sub.9 -phenyl                                             96    2,3-(CH.sub.3).sub.2 -phenyl                                            97    2,4-(CH.sub.3).sub. 2 -phenyl                                           98    2,5-(CH.sub.3).sub.2 -phenyl                                            99    2,6-(CH.sub.3).sub.2 -phenyl                                            100   3,4-(CH.sub.3).sub.2 -phenyl                                            101   3,5-(CH.sub.3).sub.2 -phenyl                                            102   2,3,4-(CH.sub.3).sub.3 -phenyl                                          103   2,3,5-(CH.sub.3).sub.3 -phenyl                                          104   2,3,6-(CH.sub.3).sub.3 -phenyl                                          105   2,4,5-(CH.sub.3).sub.3 -phenyl                                          106   2,4,6-(CH.sub.3).sub.3 -phenyl                                          107   3,4,5-(CH.sub.3).sub.3 -phenyl                                          108   2,3,4,6-(CH.sub.3).sub.4 -phenyl                                        109   2,3,5,6-(CH.sub.3).sub.4 -phenyl                                        110   (CH.sub.3).sub.5 -phenyl                                                111   2,4-(C.sub.2 H.sub.5).sub.2 -phenyl                                     112   2,6-(C.sub.2 H.sub.5).sub.2 -phenyl                                     113   3,5-(C.sub.2 H.sub.5).sub.2 -phenyl                                     114   2,4,6-(C.sub.2 H.sub.5).sub.3 -phenyl                                   115   2,4-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   116   2,6-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   117   3,5-(i-C.sub.3 H.sub.7).sub.2 -phenyl                                   118   2,4,6-(i-C.sub.3 H.sub.7).sub.3 -phenyl                                 119   2,3-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   120   2,4-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   121   2,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   122   2,6-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   123   3,5-(t-C.sub.4 H.sub.9).sub.2 -phenyl                                   124   2,4,6-(t-C.sub.4 H.sub.9).sub.3 -phenyl                                 125   2-t-C.sub.4 H.sub.9, 4-CH.sub.3 -phenyl                                 126   2-t-C.sub.4 H.sub.9, 5-CH.sub.3 -phenyl                                 127   2,6-(t-C.sub.4 H.sub.9).sub.2, 4-CH.sub.3 -phenyl                       128   2-CH.sub.3, 4-t-C.sub.4 H.sub.9 -phenyl                                 129   2-CH.sub.3, 6-t-C.sub.4 H.sub.9 -phenyl                                 130   2-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 131   2-CH.sub.3, 5-i-C.sub.3 H.sub.7 -phenyl                                 132   3-CH.sub.3, 4-i-C.sub.3 H.sub.7 -phenyl                                 133   2-i-C.sub.3 H.sub.7, 5-CH.sub.3 -phenyl                                 134   2,4-(t-C.sub.4 H.sub.9).sub.2 -6-i-C.sub.3 H.sub.7 -phenyl              135   2-cyclo-C.sub.6 H.sub.11 -phenyl                                        136   3-cyclo-C.sub.6 H.sub.11 -phenyl                                        137   4-cyclo-C.sub.6 H.sub.11 -phenyl                                        138   2,4-(cyclo-C.sub.6 H.sub.11).sub.2 -6-CH.sub.3 -phenyl                  139   2-CH.sub.3, 4-cyclo-C.sub.6 H.sub.11 -phenyl                            140   2-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      141   3-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      142   4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                      143   2-CH.sub.2 C.sub.6 H.sub.5, 4-CH.sub.3 -phenyl                          144   2-CH.sub.3, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                          145   2-C.sub.6 H.sub.5 -phenyl                                               146   3-C.sub.6 H.sub.5 -phenyl                                               147   4-C.sub.6 H.sub.5 -phenyl                                               148   4-(2-i-C.sub.3 H.sub.7C.sub.6 H.sub.4)-phenyl                           149   4-C.sub. 6 H.sub.5, 2,6-(CH.sub.3).sub.2 -phenyl                        150   2-Cl, 4-C.sub.6 H.sub.5 -phenyl                                         151   2-Br, 4-C.sub.6 H.sub.5 -phenyl                                         152   2-C.sub.6 H.sub.5, 4-Cl-phenyl                                          153   2-C.sub.6 H.sub.5, 4-Br-phenyl                                          154   2-CH.sub.2 C.sub.6 H.sub.5, 4-Cl-phenyl                                 155   2-CH.sub.2 C.sub.6 H.sub.5, 4-Br-phenyl                                 156   2-Cl, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                157   2-Br, 4-CH.sub.2 C.sub.6 H.sub.5 -phenyl                                158   2-cyclo-C.sub.6 H.sub.11, 4-Cl-phenyl                                   159   2-cyclo-C.sub.6 H.sub.11, 4-Br-phenyl                                   160   2-Cl, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  161   2-Br, 4-cyclo-C.sub.6 H.sub.11 -phenyl                                  162   3-OCH.sub.3 -phenyl                                                     163   2,4-(OCH.sub.3).sub.2 -phenyl                                           164   2-CF.sub.3 -phenyl                                                      165   3-CF.sub.3 -phenyl                                                      166   4-CF.sub.3 -phenyl                                                      167   2-NO.sub.2 -phenyl                                                      168   3-NO.sub.2 -phenyl                                                      169   4-NO.sub.2 -phenyl                                                      170   2-CN-phenyl                                                             171   3-CN-phenyl                                                             172   4-CN-phenyl                                                             173   2-CH.sub.3, 3-Cl-phenyl                                                 174   2-CH.sub.3, 4-Cl-phenyl                                                 175   2-CH.sub.3, 5-Cl-phenyl                                                 176   2-CH.sub.3, 6-Cl-phenyl                                                 177   2-CH.sub.3, 3-F-phenyl                                                  178   2-CH.sub.3, 4-F-phenyl                                                  179   2-CH.sub.3, 5-F-phenyl                                                  180   2-CH.sub.3, 6-F-phenyl                                                  181   2-CH.sub.3, 3-Br-phenyl                                                 182   2-CH.sub.3, 4-Br-phenyl                                                 183   2-CH.sub.3, 5-Br-phenyl                                                 184   2-CH.sub.3, 6-Br-phenyl                                                 185   2-Cl, 3-CH.sub.3 -phenyl                                                186   2-Cl, 4-CH.sub.3 -phenyl                                                187   2-Cl, 5-CH.sub.3 -phenyl                                                188   2-Cl, 3-i-C.sub.3 H.sub.7                                               189   2-F, 3-CH.sub.3 -phenyl                                                 190   2-F, 4-CH.sub.3 -phenyl                                                 191   2-F, 5-CH.sub.3 -phenyl                                                 192   2-Br, 3-CH.sub.3 -phenyl                                                193   2-Br, 4-CH.sub.3 -phenyl                                                194   3-CH.sub.3, 4-Cl-phenyl                                                 195   3-CH.sub.3, 5-Cl-phenyl                                                 196   2-Br, 5-CH.sub.3 -phenyl                                                197   3-CH.sub.3, 4-F-phenyl                                                  198   3-CH.sub.3, 5-F-phenyl                                                  199   3-CH.sub.3, 4-Br-phenyl                                                 200   3-CH.sub.3, 5-Br-phenyl                                                 201   3-F, 4-CH.sub.3 -phenyl                                                 202   3-Cl, 4-CH.sub.3 -phenyl                                                203   3-Br, 4-CH.sub.3 -phenyl                                                204   2-Cl, 4,5-(CH.sub.3).sub.2 -phenyl                                      205   2-Br, 4,5-(CH.sub.3).sub.2 -phenyl                                      206   2-Cl, 3,5-(CH.sub.3).sub.2 -phenyl                                      207   2-Br, 3,5-(CH.sub.3).sub.2 -phenyl                                      208   2,6-Cl.sub.2, 4-CH.sub.3 -phenyl                                        209   2,6-F.sub.2, 4-CH.sub.3 -phenyl                                         210   2,6-Br.sub.2, 4-CH.sub.3 -phenyl                                        211   2,4-Cl.sub.2, 6-CH.sub.3 -phenyl                                        212   2,4-F.sub.2, 6-CH.sub.3 -phenyl                                         213   2,4-Br.sub.2, 6-CH.sub.3 -phenyl                                        214   2,6-(CH.sub.3).sub.2, 4-F-phenyl                                        215   2,6-(CH.sub.3).sub.2, 4-Cl-phenyl                                       216   2,6-(CH.sub.3).sub.2, 4-Br-phenyl                                       217   3,5-(CH.sub.3).sub.2, 4-F-phenyl                                        218   3,5-(CH.sub.3).sub.2 , 4-Cl-phenyl                                      219   3,5-(CH.sub.3).sub.2, 4-Br-phenyl                                       220   2,3,6-(CH.sub.3).sub.3, 4-F-phenyl                                      221   2,3,6-(CH.sub.3).sub.3, 4-Cl-phenyl                                     222   2,3,6-(CH.sub.3).sub.3, 4-Br-phenyl                                     223   2,4-(CH.sub.3).sub.2, 6-F-phenyl                                        224   2,4-(CH.sub.3).sub.2, 6-Cl-phenyl                                       225   2,4-(CH.sub.3).sub.2, 6-Br-phenyl                                       226   2-i-C.sub.3 H.sub.7, 4-Cl, 5-CH.sub.3 -phenyl                           227   2-Cl, 4-NO.sub.2 -phenyl                                                228   2-NO.sub.2, 4-Cl-phenyl                                                 229   2-OCH.sub.3, 5-NO.sub.2 -phenyl                                         230   2,4-Cl.sub.2, 5-NO.sub.2 -phenyl                                        231   2,4-Cl.sub.2, 6-NO.sub.2 -phenyl                                        232   2,6-Cl.sub.2, 4-NO.sub.2 -phenyl                                        233   2,6-Br.sub.2, 4-NO.sub.2 -phenyl                                        234   2,6-I.sub.2, 4-NO.sub.2 -phenyl                                         235   2-C.sub.6 H.sub.5 O-phenyl                                              236   3-C.sub.6 H.sub.5 O-phenyl                                              237   4-C.sub.6 H.sub.5 O-phenyl                                              238   3-t-C.sub.4 H.sub.9 O-phenyl                                            239   4-t-C.sub.4 H.sub.9 O-phenyl                                            240   1-naphthyl                                                              241   2-naphthyl                                                              242   2-pyridyl                                                               243   6-methyl-2-pyridyl  89-94° C.                                    244   6-ethyl-2-pyridyl                                                       245   6-n-propyl-2-pyridyl                                                    246   6-iso-propyl-2-pyridyl                                                  247   6-n-butyl-2-pyridyl                                                     248   6-tert.-butyl-2-pyridyl                                                 249   6-n-pentyl-2-pyridyl                                                    250   6-n-hexyl-2-pyridyl                                                     251   6-phenyl-2-pyridyl                                                      252   6-benzyl-2-pyridyl                                                      253   6-trifluoromethyl-2-pyridyl                                             254   6-methoxy-2-pyridyl                                                     255   6-chloro-2-pyridyl                                                      256   3,6-dimethyl-2-pyridyl                                                  257   3,6-diethyl-2-pyridyl                                                   258   4,6-dimethyl-2-pyridyl                                                  259   5,6-dimethyl-2-pyridyl                                                  260   4-phenyl-6-methyl-2-pyridyl                                             261   4,6-diphenyl-2-pyridyl                                                  262   3,4-dichloro-6-methyl-2-pyridyl                                         263   3,4,5-trichloro-6-phenyl-2-pyridyl                                      264   4-trifluoromethyl-6-methyl-2-pyridyl                                    265   3-cyano-6-methyl-2-pyridyl                                              266   3-cyano-6-ethyl-2-pyridyl                                               267   3-cyano-6-n-propyl-2-pyridyl                                            268   3-cyano-6-iso-propyl-2-pyridyl                                          269   3-cyano-6-cyclo-propyl-2-pyridyl                                        270   3-cyano-6-n-butyl-2-pyridyl                                             271   3-cyano-6-tert.-butyl-2-pyridyl                                         272   3-cyano-6-cyclo-hexyl-2-pyridyl                                         273   3-cyano-6-phenyl-2-pyridyl                                              274   3-cyano-4,6-dimethyl-2-pyridyl                                          275   3,5,6-trichloro-2-pyridyl                                               276   5-trifluoromethyl-2-pyridyl                                             277   3-chloro-5-trifluoromethyl-2-pyridyl                                    278   2-quinolyl                                                              279   3-methyl-2-quinolyl                                                     280   4-methyl-2-quinolyl                                                     281   4-ethyl-2-quinolyl                                                      282   4-phenyl-2-quinolyl                                                     283   6-methyl-2-quinolyl                                                     284   6-chloro-2-quinolyl                                                     285   8-methyl-2-quinolyl                                                     286   8-chloro-2-quinolyl                                                     287   3,4-dimethyl-2-quinolyl                                                 288   4-methyl-8-methoxy-2-quinolyl                                           289   4-phenyl-8-ethoxy-2-quinolyl                                            290   4-methyl-8-chloro-2-quinolyl                                            291   4-methyl-8-fluoro-2-quinolyl                                            292   4-quinolyl                                                              293   2-methyl-4-quinolyl                                                     294   2-trifluoromethyl-4-quinolyl                                            295   2-iso-propyl-4-quinolyl                                                 296   2-n-pentyl-4-quinolyl                                                   297   2-phenyl-4-quinolyl                                                     298   2,6-dimethyl-4-quinolyl                                                 299   2-methyl-6-chloro-4-quinolyl                                            300   2-methyl-6-fluoro-4-quinolyl                                            301   8-quinolyl                                                              302   2-methyl-8-quinolyl                                                     303   5,7-dichloro-8-quinolyl                                                 304   4,6-dimethyl-2-pyrimidinyl                                              305   4-trifluoromethyl-2-pyrimidinyl                                         306   4,5,6-trimethyl-2-pyrimidinyl                                           307   4-benzyl-6-methyl-2-pyrimidinyl                                         308   4-methyl-6-phenyl-2-pyrimidinyl                                         309   4,6-dimethyl-5-chloro-2-pyrimidinyl                                     310   2,6-dimethyl-4-pyrimidinyl                                              311   2,6-bis-(trifluoromethyl)-4-pyrimidinyl                                 312   2-iso-propyl-6-methyl-4-pyrimidinyl                                     313   2-cyclo-propyl-6-methyl-4-pyrimidinyl                                   314   2-methyl-6-methoxymethyl-4-pyrimidinyl                                  315   2-iso-propyl-6-methoxymethyl-4-pyrimidinyl                              316   2-phenyl-4-pyrimidinyl                                                  317   3,5-dimethyl-4-pyrimidinyl                                              318   2-methyl-6-trifluoromethyl-4-pyrimidinyl                                319   2-n-propyl-6-trifluoromethyl-4-pyrimidinyl                              320   2-iso-propyl-6-trifluoromethyl-4-pyrimidinyl                            321   2-methyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                       322   2-n-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                     323   2-iso-propyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                   324   2-tert.-butyl-5-chloro-6-trifluoromethyl-4-pyrimidinyl                  325   6-EtO-benzothiazol-2-yl                                                 326   benzoxazol-2-yl                                                         327   1-Me-imidazol-2-yl                                                      328   4-but-1H-imidazol-2-yl                                                  329   2-thiazolin-2-yl                                                        330   5-CF.sub.3 -benzimidazol-2-yl                                           331   1-Ph-tetrazol-5-yl                                                      332   5-CF.sub.3 -benzothiazol-2-yl                                           333   4,4-Me.sub.2 -5-methylene-2-thiazolin-2-yl                              334   6-Cl-4-Me-benzothiazol-2-yl                                             335   5-Me-benzothiazol-2-yl                                                  336   4-Cl-benzothiazol-2-yl                                                  337   1-(3-NO.sub.2Ph)tetrazol-5-yl                                           338   2-thienyl                                                               339   5-Me-benzoxazol-2-yl                                                    340   7-Cl-benzothiazol-2-yl                                                  341   5,6-Cl.sub.3 -1H-benzimidazol-2-yl                                      342   5-Cl-benzoxazol-2-yl                                                    343   6-Cl-benzothiazol-2-yl                                                  344   2-Ph-thiazol-2-yl                                                       345   3-CN-4,6-Me.sub.2 -2-pyridyl                                            346   1-Ph-1,2,4-triazol-3-yl                                                 347   1-Pri-benzimidazol-2-yl                                                 348   5-Br-benzothiazol-2-yl                                                  349   5-Br-1H-benzimidazol-2-yl                                               350   7-Cl-4-MeO-benzothiazol-2-yl                                            351   1H-benzimidazol-2-yl                                                    352   5-Cl-benzothiazol-2-yl                                                  353   5-NO.sub.2 -benzoxazol-2-yl                                             354   5-t-Bu-benzoxazol-2-yl                                                  355   4,6,7-Cl.sub.3 -benzothiozol-2-yl                                       356   5-Ph-thiazol-2-yl                                                       357   5,7-Me.sub.2 -benzoxazol-2-yl                                           358   6-Me-benzoxazol-2-yl                                                    359   1,2,4-triazin-3-yl                                                      360   6-Pr-benzothiazol-2-yl                                                  361   6-PhO-benzothiazol-2-yl                                                 362   4-(4-ClPh)-thiazol-2-yl                                                 363   4-(4-MePh)-thiazol-2-yl                                                 364   5-Me-4-Ph-thiazol-2-yl                                                  365   5-Cl-1-H-benzimidazol-2-yl                                              366   5-Ph-1,2,4-triazol-3-yl                                                 367   3-Ph-1,2,4-thiadiazol-5-yl                                              ______________________________________                                    

                  TABLE 23                                                        ______________________________________                                         ##STR27##                                                                    No.        R           mp (°C.)/IR (cm.sup.-1)                         ______________________________________                                        1          H                                                                  2          methyl                                                             3          ethyl                                                              4          n-propyl                                                           5          i-propyl                                                           6          n-butyl                                                            7          i-butyl                                                            8          s-butyl                                                            9          t-butyl                                                            10         pentyl                                                             11         hexyl                                                              12         phenyl                                                             13         1-naphthyl                                                         14         2-naphthyl                                                         15         3-phenanthrenyl                                                    16         2-fluorophenyl                                                     17         3-fluorophenyl                                                     18         4-fluorophenyl                                                     19         2-chlorophenyl                                                     20         3-chlorophenyl                                                     21         4-chlorophenyl                                                     22         2-bromophenyl                                                      23         3-bromophenyl                                                      24         4-bromophenyl                                                      25         2-iodophenyl                                                       26         3-iodophenyl                                                       27         4-iodophenyl                                                       28         2-NO.sub.2 -phenyl                                                 29         3-NO.sub.3 -phenyl                                                 30         4-NO.sub.2 -phenyl                                                 31         2-CH.sub.3 -phenyl                                                 32         3-CH.sub.3 -phenyl                                                 33         4-CH.sub.3 -phenyl                                                 34         2-OMe-phenyl                                                       35         3-OMe-phenyl                                                       36         4-OMe-phenyl                                                       37         2-CF.sub.3 -phenyl                                                 38         3-CF.sub.3 -phenyl                                                 39         4-CF.sub.3 -phenyl                                                 40         2-Ph-phenyl                                                        41         3-Ph-phenyl                                                        42         4-Ph-phenyl                                                        43         2-PhO-phenyl                                                       44         3-PhO-phenyl                                                       45         4-PhO-phenyl                                                       46         2-pyridyl                                                          47         2-pyrimidyl                                                        48         2-quinalinyl                                                       49         2-pyrryl                                                           50         2-thienyl                                                          51         2-furyl                                                            52         2-imidazolyl                                                       ______________________________________                                    

                  TABLE 24                                                        ______________________________________                                         ##STR28##                                                                    No.        R           mp (°C.)/IR (cm.sup.-1)                         ______________________________________                                        1          H                                                                  2          methyl                                                             3          ethyl                                                              4          n-propyl                                                           5          i-propyl                                                           6          n-butyl                                                            7          i-butyl                                                            8          s-butyl                                                            9          t-butyl                                                            10         pentyl                                                             11         hexyl                                                              12         phenyl                                                             13         1-naphthyl                                                         14         2-naphthyl                                                         15         3-phenanthrenyl                                                    16         2-fluorophenyl                                                     17         3-fluorophenyl                                                     18         4-fluorophenyl                                                     19         2-chlorophenyl                                                     20         3-chlorophenyl                                                     21         4-chlorophenyl                                                     22         2-bromophenyl                                                      23         3-bromophenyl                                                      24         4-bromophenyl                                                      25         2-iodophenyl                                                       26         3-iodophenyl                                                       27         4-iodophenyl                                                       28         2-NO.sub.2 -phenyl                                                 29         3-NO.sub.3 -phenyl                                                 30         4-NO.sub.2 -phenyl                                                 31         2-CH.sub.3 -phenyl                                                 32         3-CH.sub.3 -phenyl                                                 33         4-CH.sub.3 -phenyl                                                 34         2-OMe-phenyl                                                       35         3-OMe-phenyl                                                       36         4-OMe-phenyl                                                       37         2-CF.sub.3 -phenyl                                                 38         3-CF.sub.3 -phenyl                                                 39         4-CF.sub.3 -phenyl                                                 40         2-Ph-phenyl                                                        41         3-Ph-phenyl                                                        42         4-Ph-phenyl                                                        43         2-PhO-phenyl                                                       44         3-PhO-phenyl                                                       45         4-PhO-phenyl                                                       46         2-pyridyl                                                          47         2-pyrimidyl                                                        48         2-quinalinyl                                                       49         2-pyrryl                                                           50         2-thienyl                                                          51         2-furyl                                                            52         2-imidazolyl                                                       ______________________________________                                    

                  TABLE 25                                                        ______________________________________                                         ##STR29##                                                                    No.        R           mp (°C.)/IR (cm.sup.-1)                         ______________________________________                                        1          H                                                                  2          methyl                                                             3          ethyl                                                              4          n-propyl                                                           5          i-propyl                                                           6          n-butyl                                                            7          i-butyl                                                            8          s-butyl                                                            9          t-butyl                                                            10         pentyl                                                             11         hexyl                                                              12         phenyl                                                             13         1-naphthyl                                                         14         2-naphthyl                                                         15         3-phenanthrenyl                                                    16         2-fluorophenyl                                                     17         3-fluorophenyl                                                     18         4-fluorophenyl                                                     19         2-chlorophenyl                                                     20         3-chlorophenyl                                                     21         4-chlorophenyl                                                     22         2-bromophenyl                                                      23         3-bromophenyl                                                      24         4-bromophenyl                                                      25         2-iodophenyl                                                       26         3-iodophenyl                                                       27         4-iodophenyl                                                       28         2-NO.sub.2 -phenyl                                                 29         3-NO.sub.3 -phenyl                                                 30         4-NO.sub.2 -phenyl                                                 31         2-CH.sub.3 -phenyl                                                 32         3-CH.sub.3 -phenyl                                                 33         4-CH.sub.3 -phenyl                                                 34         2-OMe-phenyl                                                       35         3-OMe-phenyl                                                       36         4-OMe-phenyl                                                       37         2-CF.sub.3 -phenyl                                                 38         3-CF.sub.3 -phenyl                                                 39         4-CF.sub.3 -phenyl                                                 40         2-Ph-phenyl                                                        41         3-Ph-phenyl                                                        42         4-Ph-phenyl                                                        43         2-PhO-phenyl                                                       44         3-PhO-phenyl                                                       45         4-PhO-phenyl                                                       46         2-pyridyl                                                          47         2-pyrimidyl                                                        48         2-quinalinyl                                                       49         2-pyrryl                                                           50         2-thienyl                                                          51         2-furyl                                                            52         2-imidazolyl                                                       ______________________________________                                    

                  TABLE 26                                                        ______________________________________                                         ##STR30##                                                                    No.        R           mp (°C.)/IR (cm.sup.-1)                         ______________________________________                                        1          H                                                                  2          methyl                                                             3          ethyl                                                              4          n-propyl                                                           5          i-propyl                                                           6          n-butyl                                                            7          i-butyl                                                            8          s-butyl                                                            9          t-butyl                                                            10         pentyl                                                             11         hexyl                                                              12         phenyl                                                             13         1-naphthyl                                                         14         2-naphthyl                                                         15         3-phenanthrenyl                                                    16         2-fluorophenyl                                                     17         3-fluorophenyl                                                     18         4-fluorophenyl                                                     19         2-chlorophenyl                                                     20         3-chlorophenyl                                                     21         4-chlorophenyl                                                     22         2-bromophenyl                                                      23         3-bromophenyl                                                      24         4-bromophenyl                                                      25         2-iodophenyl                                                       26         3-iodophenyl                                                       27         4-iodophenyl                                                       28         2-NO.sub.2 -phenyl                                                 29         3-NO.sub.3 -phenyl                                                 30         4-NO.sub.2 -phenyl                                                 31         2-CH.sub.3 -phenyl                                                 32         3-CH.sub.3 -phenyl                                                 33         4-CH.sub.3 -phenyl                                                 34         2-OMe-phenyl                                                       35         3-OMe-phenyl                                                       36         4-OMe-phenyl                                                       37         2-CF.sub.3 -phenyl                                                 38         3-CF.sub.3 -phenyl                                                 39         4-CF.sub.3 -phenyl                                                 40         2-Ph-phenyl                                                        41         3-Ph-phenyl                                                        42         4-Ph-phenyl                                                        43         2-PhO-phenyl                                                       44         3-PhO-phenyl                                                       45         4-PhO-phenyl                                                       46         2-pyridyl                                                          47         2-pyrimidyl                                                        48         2-quinalinyl                                                       49         2-pyrryl                                                           50         2-thienyl                                                          51         2-furyl                                                            52         2-imidazolyl                                                       ______________________________________                                    

                  TABLE 27                                                        ______________________________________                                         ##STR31##                                                                    No.        R           mp (°C.)/IR (cm.sup.-1)                         ______________________________________                                        1          H                                                                  2          methyl                                                             3          ethyl                                                              4          n-propyl                                                           5          i-propyl                                                           6          n-butyl                                                            7          i-butyl                                                            8          s-butyl                                                            9          t-butyl                                                            10         pentyl                                                             11         hexyl                                                              12         phenyl                                                             13         1-naphthyl                                                         14         2-naphthyl                                                         15         3-phenanthrenyl                                                    16         2-fluorophenyl                                                     17         3-fluorophenyl                                                     18         4-fluorophenyl                                                     19         2-chlorophenyl                                                     20         3-chlorophenyl                                                     21         4-chlorophenyl                                                     22         2-bromophenyl                                                      23         3-bromophenyl                                                      24         4-bromophenyl                                                      25         2-iodophenyl                                                       26         3-iodophenyl                                                       27         4-iodophenyl                                                       28         2-NO.sub.2 -phenyl                                                 29         3-NO.sub.2 -phenyl                                                 30         4-NO.sub.2 -phenyl                                                 31         2-CH.sub.3 -phenyl                                                 32         3-CH.sub.3 -phenyl                                                 33         4-CH.sub.3 -phenyl                                                 34         2-OMe-phenyl                                                       35         3-OMe-phenyl                                                       36         4-OMe-phenyl                                                       37         2-CF.sub.3 -phenyl                                                 38         3-CF.sub.3 -phenyl                                                 39         4-CF.sub.3 -phenyl                                                 40         2-Ph-phenyl                                                        41         3-Ph-phenyl                                                        42         4-Ph-phenyl                                                        43         2-PhO-phenyl                                                       44         3-PhO-phenyl                                                       45         4-PhO-phenyl                                                       46         2-pyridyl                                                          47         2-pyrimidyl                                                        48         2-quinalinyl                                                       49         2-pyrryl                                                           50         2-thienyl                                                          51         2-furyl                                                            52         2-imidazolyl                                                       ______________________________________                                    

The novel thiocarboxylic esters I are extremely effective on a broadspectrum of phytopathogenic fungi, in particular those from the classconsisting of the Ascomycetes and Basidiomycetes. Some of them have asystemic action and can be used as foliar and soil fungicides.

The fungicidal compounds are of particular interest for controlling alarge number of fungi in various crops or their seeds, especially wheat,rye, barley, oats, rice, Indian corn, lawns, cotton, soybeans, coffee,sugar cane, fruit and ornamentals in horticulture and viticulture, andin vegetables such as cucumbers, beans and cucurbits.

The novel thiocarboxylic esters are particularly useful for controllingthe following plant diseases:

Erysiphe graminis in cereals,

Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbits,

Podosphaera leucotricha in apples,

Uncinula necator in vines,

Puccinia species in cereals,

Rhizoctonia solani in cotton,

Ustilago species in cereals and sugar cane,

Venturia inaequalis (scab) in apples,

Helminthosporium species in cereals,

Septoria nodorum in wheat,

Botrytis cinerea (gray mold) in strawberries and grapes,

Cercospora arachidicola in groundnuts,

Pseudocercosporella herpotrichoides in wheat and barley,

Pyricularia oryzae in rice,

Phytophthora infestans in potatoes and tomatoes,

Fusarium and Verticillium species in various plants,

Plasmopara viticola in grapes,

Alternaria species in fruit and vegetables,

Paecilomyces variotii in timber.

The compounds are applied by spraying or dusting the plants with theactive ingredients, or treating the seeds of the plants with the activeingredients. They may be applied before or after infection of the plantsor seeds by the fungi. The compounds are used in fungicidally effectiveamounts.

The thiocarboxylic esters can be converted into conventionalformulations such as solutions, emulsions, suspensions, dusts, powders,pastes and granules. The application forms depend entirely on thepurposes for which they are intended; they should at all events ensure afine and uniform distribution of the active ingredient. The formulationsare produced in known manner, for example by extending the activeingredient with solvents and/or carriers, with or without the use ofemulsifiers and dispersants; if water is used as solvent, it is alsopossible to employ other organic solvents as auxiliary solvents.Suitable auxiliaries for this purpose are solvents such as aromatics(e.g., xylene), chlorinated aromatics (e.g., chlorobenzenes), paraffins(e.g., crude oil fractions), alcohols (e.g., methanol, butanol), ketones(e.g., cyclohexanone), amines (e.g., ethanolamine, dimethylformamide),and water; carriers such as ground natural minerals (e.g., kaolins,aluminas, talc and chalk) and ground synthetic minerals (e.g., highlydisperse silica and silicates); emulsifiers such as nonionic and anionicemulsifiers (e.g., polyoxyethylene fatty alcohol ethers, alkylsulfonates and aryl sulfonates); and dispersants such as ligninsulfitewaste liquors and methylcellulose.

The agents may also be used for protecting wood.

The fungicides generally contain from 0.1 to 95, and preferably from 0.5to 90, wt % of active ingredient. The application rates are from 0.02 to3 kg or more of active ingredient per hectare, depending on the type ofeffect desired. When used for treating seed, amounts of from 0.01 to 50,and preferably from 0.01 to 10, g per kg of seed are required.

The agents, if desired after further dilution, are applied inconventional manner, for example by spraying, atomizing, dusting,scattering, dressing or watering.

Examples of formulations are given below.

I. A solution of 90 parts by weight of compound no. 15 (Table 3) and 10parts by weight of N-methyl-α-pyrrolidone, which is suitable forapplication in the form of very fine drops.

II. A mixture of 20 parts by weight of compound no. 14 (Table 4), 80parts by weight of xylene, 10 parts by weight of the adduct of 8 to 10moles of ethylene oxide and 1 mole of oleic acid-N-monoethanolamide, 5parts by weight of the calcium salt of dodecylbenzenesulfonic acid, and5 parts by weight of the adduct of 40 moles of ethylene oxide and 1 moleof castor oil. By finely dispersing the mixture in water, an aqueousdispersion is obtained.

III. An aqueous dispersion of 20 parts by weight of compound no. 243(Table 4), 40 parts by weight of cyclohexanone, 30 parts by weight ofisobutanol, 20 parts by weight of the adduct of 40 moles of ethyleneoxide and 1 mole of castor oil. By pouring the mixture into water andfinely dispersing it therein, an aqueous dispersion is obtained.

IV. An aqueous dispersion of 20 parts by weight of compound no. 15(Table 3), 25 parts by weight of cyclohexanol, 65 parts by weight of amineral oil fraction having a boiling point between 210° and 280° C.,and 10 parts by weight of the adduct of 40 moles of ethylene oxide and 1mole of castor oil. By pouring the mixture into water and finelydispersing it therein, an aqueous dispersion is obtained.

V. A hammer-milled mixture of 80 parts by weight of compound no. 14(Table 4), 3 parts by weight of the sodium salt ofdiisobutylnaphthalene-α-sulfonic acid, 10 parts by weight of the sodiumsalt of a ligninsulfonic acid obtained from a sulfite waste liquor, and7 parts by weight of powdered silica gel. By finely dispersing themixture in water, a spray liquor is obtained.

VI. An intimate mixture of 3 parts by weight of compound no. 243 (Table4) and 97 parts by weight of particulate kaolin. The dust contains 3 wt% of the active ingredient.

VII. An intimate mixture of 30 parts by weight of compound no. 15 (Table3), 92 parts by weight of powdered silica gel and 8 parts by weight ofparaffin oil sprayed onto the surface of this silica gel. Thisformulation of the active ingredient exhibits good adherence.

VIII. A stable aqueous dispersion of 40 parts by weight of compound no.14 (Table 4), 10 parts of the sodium salt of a phenosulfonicacid-urea-formaldehyde condensate, 2 parts of silica gel and 48 parts ofwater, which dispersion can be further diluted.

IX. A stable oily dispersion of 20 parts by weight of compound no. 243(Table 4), 2 parts by weight of the calcium salt ofdodecylbenzenesulfonic acid, 8 parts by weight of a fatty alcoholpolyglycol ether, 2 parts by weight of the sodium salt of aphenolsulfonic acid-urea-formaldehyde condensate and 68 parts by weightof a paraffinic mineral oil.

In these application forms, the agents according to the invention mayalso be present together with other active ingredients, for exampleherbicides, insecticides, growth regulators, and fungicides, and mayfurthermore be mixed and applied together with fertilizers. Admixturewith other fungicides frequently results in a greater fungicidal actionspectrum.

USE EXAMPLES

The fungicidal action of the thiocarboxylic esters I was compared in thegreenhouse with that of 2-(phenyloxymethyl)-phenylglyoxylic acid methylester-O-methyloxime (A) disclosed in EP 253,213.

EXAMPLE 1 Action on Botrytis cinerea in peppers

Pepper seedlings of the "Neusiedler Ideal Elite" variety were sprayed,after 4 to 5 leaves were well developed, to runoff with aqueoussuspensions containing (dry basis) 80% of active ingredient and 20% ofemulsifier. After 24 hours the treated plants were sprayed with a sporesuspension of the fungus Botrytis cinerea. After having been cultivatedfor 8 days in the greenhouse, the treated plants were inoculated with aspore suspension of Botrytis cinerea containing 1.7×10⁶ spores/ml in a2% strength biomalt solution. They were then placed at 22° to 24° C. ina chamber of high humidity. After 5 days, the extent of the fungusspread was assessed.

Leaf surface area affected in %

    ______________________________________                                                      Leaf attack after application of a 0.05%                        Active ingredient                                                                           aqueous active ingredient formulation                           no.           Mark         % attack                                           ______________________________________                                        Table 3, No. 24                                                                             1             5                                                 Table 4, No. 14                                                                             2            15                                                 Table 4, No. 243                                                                            2            15                                                 Comparative product A                                                                       4-5          50                                                 Untreated     5            65                                                 ______________________________________                                    

EXAMPLE 2 Action on wheat brown rust

Leaves of pot-grown wheat seedlings of the "Kanzler" variety were dustedwith spores of brown rust (Puccinia recondita). The pots were thenplaced for 24 hours at 20° to 22° C. in a high-humidity (90-95%)chamber. During this period the spores germinated and the germ tubespenetrated the leaf tissue. The infected plants were then sprayed torunoff with aqueous liquors containing (dry basis) 80% of activeingredient and 20% of emulsifier. After the sprayed-on layer had dried,the plants were set up in the greenhouse at 20° to 22° C. and a relativehumidity of 65 to 70%. The extent of rust fungus spread on the leaveswas assessed after 8 days.

Assessment scale: 0=no fungus attack, graded down to 5=total fungusattack

    ______________________________________                                                      Leaf attack after application of 0.025%                         Active ingredient                                                                           aqueous active ingredient formulations                          no.           Mark         % attack                                           ______________________________________                                        Table 4, No. 14                                                                             2            15                                                 Comparative product A                                                                       4-5          50                                                 Untreated     5            70                                                 ______________________________________                                    

We claim:
 1. Thiocarboxylic esters of the formula I ##STR32## where thesubstituents have the following meanings: X is oxygen, sulfur,oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene,ethenylene or ethynylene,Y, Z are each sulfur or oxygen, but Y and Z arenot simultaneously oxygen, R is C₁ -C₆ -alkyl, mononuclear, dinuclear ortrinuclear carbocylic aryl, where aryl may carry the following radicalsR¹ :R¹ halogen, cyano, nitro, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₆-alkoxy, trifluoromethyl, mononuclear or dinuclear aryloxy ormononuclear, dinuclear or trinuclear carbocyclic aryl, and aryloxy andcarbocyclic aryl in turn may be substituted by the stated radicals R¹.2. A fungicidal agent containing a fungicidally effective amount of athiocarboxylic ester of the formula I ##STR33## where the substituentshave the following meanings: X is oxygen, sulfur, oxymethylene,methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene orethynylene,Y, Z are each sulfur or oxygen, but Y and Z are notsimultaneously oxygen, R is C₁ -C₆ -alkyl, mononuclear, dinuclear ortrinuclear carbocyclic aryl which may carry the following radicals R¹:R¹ halogen, cyano, nitro, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkyl, C₁ -C₆-alkoxy, trifluoromethyl, mononuclear or dinuclear aryloxy ormononuclear, dinuclear or trinuclear carbocyclic aryl, and aryloxy andcarbocyclic aryl in turn may be substituted by the stated radicalsR¹,and a conventional carrier.
 3. A process for combating injuriousfungi, wherein the fungi, or the plants, seed, materials or areasthreatened by fungus attack are treated with a fungicidally effectiveamount of a thiocarboxylic ester of the formula I ##STR34## where thesubstituents have the following meanings: X is oxygen, sulfur,oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene,ethenylene or ethynylene,Y, Z are each sulfur or oxygen, but Y and Z arenot simultaneously oxygen, R is C₁ -C₆ -alkyl, mononuclear, dinuclear ortrinuclear carbocyclic aryl which carbocyclic aryl which may carry thefollowing radicals R¹ :R¹ halogen, cyano, nitro, C₁ -C₆ -alkyl, C₃ -C₆-cycloalkyl, C₁ -C₆ -alkoxy, trifluoromethyl, mononuclear or dinucleararyloxy or mononuclear, dinuclear or trinuclear carbocyclic aryl, andaryloxy and carbocyclic aryl in turn may be substituted by the statedradicals R¹.
 4. Thiocarboxylic esters of the formula I as set forth inclaim 1, where X is methyleneoxy, R is phenyl and R¹ is 2-chloro. 5.Thiocarboxylic esters of the formula I as set forth in claim 1, where Xis methyleneoxy, R is phenyl and R¹ is 2-methyl.
 6. Thiocarboxylicesters of the formula I as set forth in claim 1, where X ismethylenethio, R is phenyl and R¹ is 2-chloro.